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Ni-catalyzed Suzuki–Miyaura cross-coupling reactions of pyrimidin-2-yl phosphates, tosylates and pivalates with arylboronic acids were described. A wide array of functionalized pyrimidines have been prepared in impressive yields and show good tolerance towards wide substrate scope. [ABSTRACT FROM AUTHOR]

CuSO 4 ·5H 2 O and NaAsc catalyzed hydroxylation and C–O/C–S cross-coupling reactions of aryl halides with phenols or 4-methylbenzenethiol were described. A wide range of substrates and test cases highlight the synthetic utility of the approach. A series of phenols, diaryl ethers, alkylaryl ethers, and diaryl thioethers were synthesized in high yield. [ABSTRACT FROM AUTHOR]

(2-Chlorobenzoyloxy)copper(I) exhibited high activity towards the challenging amination of 2-amino pyrimidines with aryl halides. Herein, secondary and tertiary amines were selectively produced by using potassium phosphate and sodium- t -butoxide. Potassium phosphate favored the formation of secondary amines, whereas tertiary amines were favored when sodium- t -butoxide was used. [ABSTRACT FROM AUTHOR]

Iodine-catalyzed three component reaction of quinazoline-2,5-diones, aldehydes, and styrenes provides allylamine derivatives was described. Both paraformaldehyde and ethyl glyoxalate can be applied in this reaction with simple styrenes with high regioselectivity. [ABSTRACT FROM AUTHOR]

Abstract: Copper-catalyzed intermolecular C–N bond-forming reactions between aryl iodides and amides are described using sodium ascorbate, which is both cheap and nontoxic, as the additive. A variety of functionalized amides including some practical, unique secondary amides, such as N-arylacrylamides and 4-amido-N-phenylbenzamides, which are difficult to obtain by the classical methods, are prepared. Furthermore, some tertiary amides are prepared by using copper thiophenecarboxylate. [Copyright &y& Elsevier]

Abstract: A domino S–N and C–N coupling/oxidative aromatization process to synthesize 2-aminothio-phenylpyrimidines and 2-amino-phenylpyrimidines by S–N and C–N cross-coupling reactions is described. This methodology couples 3,4-dihydropyrimidine-2-thiones and secondary amines catalyzed by molecular iodine. Remarkably the C–N coupled product was obtained via a desulfitative coupling-aromatization reaction in one-pot reaction. [Copyright &y& Elsevier]

Abstract: A Cu (I) generated in situ from Cu(OAc)2·H2O/sodium ascorbate catalyzed one-pot multicomponent reaction for the synthesis of a series of N-functionalized 1,2,3-triazoles with 3,4-dihydropyrimidione from 3,4-dihydropyrimidiones, paraformaldehyde, sodium azide and alkynes is described. Remarkably N-functionalized 1,2,3-triazoles with amide were prepared by this method. This procedure eliminates the need to handle organic halides or organic azides, as they are generated in situ, making this already powerful click process even more user-friendly and safe. [Copyright &y& Elsevier]

A new Cu(II)-MOF {[Cu 2 L(OH)]·DMF} n (1) with an intriguing three-dimensional MOF based on infinite rod-shaped SBUs has been synthesized by H 3 L and Cu(Ac) 2 ·H 2 O under solvothermal condition. • A new Cu(II)-MOF {[Cu 2 L(OH)]·DMF} n (1) has been synthesized by H 3 L and Cu(Ac) 2 ·H 2 O under solvothermal condition. • The structure analysis reveals that compound 1 is an intriguing three-dimensional MOF based on infinite rod-shaped SBUs. • PXRD, TG analysis, UV–vis absorption spectrum and magnetic property of 1 have been also investigated. Metal-organic frameworks (MOFs) are coordination polymers with potential voids constructed by organic ligands and metal ions. In this work, we employed a semi-rigid polycarboxylic acid ligand 5-(4-carboxyphenoxy)methyl)benzene-1-thio-3-dicarboxylic acid (H 3 L) with the flexible "–CH 2 -O-" group between the two phenyl groups to construct a new Cu(II)-MOF {[Cu 2 L(OH)]·DMF} n (1). The structure analysis reveals that the adjacent Cu(II) cations are bridged by oxygens from OH– anion and carboxy group to get a one dimensional infinite rod-shaped secondary building unit (SBU). Furthermore, compound 1 exhibits an intriguing three-dimensional MOF based on infinite rod-shaped SBUs and L3-. PXRD result shows compound 1 is still stable after placed in air for three months. The variable-temperature magnetic studies indicate antiferromagnetic behaviors of 1. [ABSTRACT FROM AUTHOR]

Two series of carbon monoxide-releasing molecules (CORMs) containing cobalt 1 – 13 were synthesized, and their drug-like properties were preliminarily evaluated. This includes cytotoxicity, cell cycle, stability, mitochondrial induce, molecular docking, as well as western blotting and ADME properties. • Two series of CO-releasing molecules (CORMs) were designed and synthesized. • We evaluate their cytotoxicity of some CO-releasing molecules (CORMs). • Compound 1 demonstrated effective antitumour effect with an IC 50 value of 4.7 μM. • We investigate the antitumour effect of CO release of CORMs on HepG2 cells, Hela cells and MDA-MB231 cells. • Molecular docking study of compound 1. In this study, two series of novel carbon monoxide-releasing molecules (CO-RMs) containing Co were designed and synthesized. The synthesized complexes were characterized by IR, ESI-MS, 1H NMR and 13C NMR spectroscopies. The antitumor activity of all complexes on HepG2 cells, Hela cells and MDA-MB-231 cells were assayed by MTT. IC 50 values of complexes 1 – 13 were 4.7–548.6 µM. Among these complexes, complex 1 was presented with a high selectivity to HepG2 cells (IC 50 = 4.7 ± 0.76 μM). Compared with iCORM (inactive CORM), CORM (complex 1) showed a remarkable activity against tumor cells owing to co-effect of CO and the ligand of COX-2 inhibitor. In addition, complex 1 increased ROS in mitochondria and caused a decrease of dose-dependent mitochondrial membrane potential against HepG2 cells. Complex 1 down-regulated the expression of COX-2 protein in western blot analysis. The molecular docking study suggested that the complex 1 formed a hydrogen bond with amino acid R120 in the active site of the Human cyclooxygenase-2 (COX-2). Therefore, the complex 1 could induce apoptosis of HepG2 cells through targeting COX-2 and mitochondria pathways, and it maybe a potential therapeutic agent for cancer. [ABSTRACT FROM AUTHOR]

Abstract: Polymer bound sulfonic acid was prepared on polystyrene–poly(ethylene glycol) (PS–PEG) resin. The PS–PEG-bound sulfonic acid exhibited good catalytic activity in the Biginelli-type reaction for the synthesis of 3,4-dihydropyrimidinones with good yield and good recyclability (six times). This method presents a remarkable technique toward an efficient synthesis of 3,4-dihydropyrimidinones. [Copyright &y& Elsevier]

A multifunctional luminescent material (BC–B) was synthesized, which exhibits aggregation-induced emission (AIE) enhancement property in high water fraction. The AIE shows a significant impact on the intramolecular charge transfer (ICT) process by controlling intramolecular motion. The above result is demonstrated by density functional theory (DFT) calculations and single-crystal X-ray diffraction. To decrease the influence of AIE on ICT, the probe BC-B is exploited as turn-on fluorescent probe for hydrazine (N 2 H 4) in DMSO/PBS buffer (6/4, v/v) and displays high sensitivity and selectivity. Besides, the fluorescence emission shows a good linear response (R2 = 0.9960) in the range of 0–35 μM with the low detection limit of 1.29 ppb, which is significantly below the acceptable limit for hydrazine (10 ppb) set by the USEPA. Image 1 • A novel fluorescent probe BC-B was synthesized and showed aggregation-induced emission (AIE) enhancement performance. • The influences of the AIE on the ICT process were demonstrated by DFT calculations and single-crystal X-ray diffraction. • The probe BC-B was applied to turn-on detection of N 2 H 4 by lessening the AIE influences on the ICT process. [ABSTRACT FROM AUTHOR]

Aromatic 1,2,4-diazaphospholes featuring distinct hybrid-mode nitrogen atoms (N(λ 3 σ 2 ), N(λ 3 σ 3 )) and low-valent phosphorus atoms (λ 3 σ 2 ) exhibited the characteristic of serving as unique hybrid ligands. This study presented a one-pot reaction involving the base-promoted stepwise cyclization of hydrazonoyl chlorides and [Bu 4 N][P(SiCl 3 ) 2 ] to yield 1,2,4-diazaphospholes, providing an effective method for synthesizing such compounds.

We have successfully synthesized a series of bidentate ligands by utilizing 2-(trimethylsilyl)phenyl trifluorosulfonate as a precursor for the benzyl group. This method proceeded by inserting a polythiourea into the C═S π-bond, intramolecular ring proton migration, and ring opening. Salient features of this strategy are mild reaction conditions, a novel product structure, excellent stereochemistry, and a good functional group tolerance. Furthermore, a series of density functional theory calculations were performed to gain insights into the transfer mechanism.

The direct synthesis of C4-acyl indoles deprived of C2 and C3 substituents has proven to be challenging, with scarce efficient synthetic routes being reported. Herein, we disclose a highly site-selective palladium-catalyzed C-H acylation for the construction of C4-acyl indoles via a Catellani-Lautens cyclization strategy. In addition, we systematically studied the ortho C-H acylation mechanism of iodoaniline through density functional theory (DFT) calculations and combined experimental results to elucidate the principle of high chemoselectivity brought by triazine benzoate as an acylation reagent.

A novel three-component cyclization carbonylation reaction of iodoarene-tethered propargyl ethers with amine and CO is reported. This palladium-catalyzed cascade reaction undergoes a sequence of oxidative addition, unsaturated bond migration, carbonyl insertion, and nucleophilic attack to deliver the benzofuran skeleton. Both aromatic amines and aliphatic amines could proceed smoothly in this transformation under one atm of CO.

We introduce switchable chemoselectivity strategies based on the hydrazone phosphaketene intermediate to synthesize three classes of 1,2,4-diazaphosphol derivatives. First, the five-membered heterocyclic P and O anion intermediates acted as nucleophilic agents in the selective construction of C-P and C-O bonds. Second, the phosphinidene served as a phosphorus synthon, allowing for the formation of C-P and C-N bonds. Finally, a stepwise mechanism, supported by DFT calculations, was invoked to explain the reaction selectivity.

Herein, we disclosed a highly chemoselective synthesis of quinoline-2-one and quinoline-2-thione derivatives using EtOS 2 K as the C1 source. Quinoline-2-one derivatives were synthesized selectively with NaCl as a catalyst in the solvent DMSO/H 2 O, while quinoline-2-thione derivatives were produced without the need for any catalyst in an environmentally friendly solvent EtOH/H 2 O. The reaction conditions were mild and had good functional group tolerance.

This report describes the use of a simple Pd/NBE catalytic system to achieve ortho C-H oxylation and phosphonylation and other functionalizations of aryl iodide through templated conversion reactions. Dimethylamine is introduced in the ortho -site of aryl iodide through C-H amination, and aryl dimethylamine is quickly converted to methyl quaternary ammonium salt precipitation. Methyl quaternary ammonium salt avoids Hofmann elimination in subsequent functionalization. This method solves various ortho functionalization reactions of aryl iodide that have not been achieved for a long time in the field of Pd/NBE chemistry indirectly.

A p -TsOH/halotrimethylsilane facilitated cycloketonization of γ -hydroxyl ynones is detailed. This methodology enables the one-step synthesis of polysubstituted 3(2 H )-furanone products. It is remarkable that the reaction exhibits excellent regio- and chemoselectivity by the addition of very small quantities of p -toluenesulfonic acid and water.

We report a highly regioselective three-component coupling reaction of styrene, CO gas, and an amine compound to synthesize multisubstituted α,β-unsaturated amides, which involves a palladium-catalyzed sequential 1,4-palladium migration, C(sp 2 )-H activation, carbonylation, and amination. Salient features of this strategy include the use of 1 atm of CO, excellent stereochemistry, and good functional group tolerance. Further, a series of control experiments and density functional theory calculations were performed to afford some insights for the transfer mechanism.

A novel and efficient method for the catalytic installation of a carbonyl group via remote radical coupling is disclosed. The nickel-catalyzed reaction proceeds to undergo a sequential single-electron transfer, 1,5-hydrogen atom transfer, and carbonyl insertion, thus providing the α-substituted ketone. Further, this reaction could be carried out smoothly under normal pressure and redox-neutral conditions, and demonstrated functional-group compatibility and excellent site-selectivity.

Sulfur-containing organophosphorus molecules have played a pivotal role in organic synthesis, pharmaceutical pesticides and functional materials, thereby motivating researchers worldwide to establish S-P bonds from more environmentally friendly phosphorus sources. In this study, a novel method was developed for constructing S-P bonds, specifically by reacting the inorganic phosphorus derivative TBA[P(SiCl 3 ) 2 ] with sulfur-containing compounds under mild conditions. This method demonstrates the advantages of low energy consumption, mild reaction conditions and environmental friendliness. Moreover, this protocol-as a green synthesis method to replace the use of white phosphorus in the production of organophosphorus compounds (OPCs)-achieved the functional conversion of "inorganic phosphorus to organic phosphorus", in line with the national green development strategy.

A nickel-catalyzed three-component tandem radical cyclization reaction of aryl bromides with 1,3-enynes and aryl boric acids to construct γ-lactam-substituted allene derivatives has been described. This protocol provides lactam alkyl radicals through the free radical cyclization process, which can be effectively used to participate in the subsequent multicomponent coupling reaction so that 1,3-enynes could directly convert into corresponding poly-substituted allene compounds. In addition, this efficient method enjoys a broad substrate scope and provides a series of 1,5-difunctionalized allenes in a one-pot reaction.

Carbazole, as one of the most important organic frameworks, has been used in optoelectronic materials and biochemistry. However, the synthesis of C4-substituted carbazole has always been an unsolved problem. This report describes the one-step synthesis of C4-aminated carbazoles and their derivatives through the series reaction of C-H amination and arylation. The substrate scope is wide. C4-Amino carbazoles substituted by C2, C6, C7, and C8 methyl groups, especially carbazole derivatives of fused rings, pyridine, and dibenzofuran, can be synthesized.

We report a cathodic reduction-dominated electrochemical approach for the hydrogenation of azobenzenes in dichloromethane. With cheap and readily available N , N -diisopropylethylamine as a catalytic mediator, the reaction proceeded smoothly in a simple undivided cell under constant-current electrolysis. A series of azobenzenes were successfully reduced to the corresponding hydrazobenzenes in moderate to high yields at room temperature. Preliminarily mechanistic studies indicate that solvent dichloromethane acts as a hydrogen source. The use of a common solvent as a hydrogen source, no need for stoichiometric mediators or metallic reductants, and mild conditions make this work a more straightforward and sustainable protocol for hydrogenation of azobenzenes.

The inverse vulcanization (IV) of elemental sulfur to generate sulfur-rich functional polymers has attracted much recent attention. However, the harsh reaction conditions required, even with metal catalysts, constrains the range of feasible crosslinkers. We report here a photoinduced IV that enables reaction at ambient temperatures, greatly broadening the scope for both substrates and products. These conditions enable volatile and gaseous alkenes and alkynes to be used in IV, leading to sustainable alternatives for environmentally harmful plastics that were hitherto inaccessible. Density functional theory calculations reveal different energy barriers for thermal, catalytic and photoinduced IV processes. This protocol circumvents the long curing times that are common in IV, generates no H 2 S by-products, and produces high-molecular-weight polymers (up to 460,000 g mol -1 ) with almost 100% atom economy. This photoinduced IV strategy advances both the fundamental chemistry of IV and its potential industrial application to generate materials from waste feedstocks., (© 2022. The Author(s), under exclusive licence to Springer Nature Limited.)

Visible-light-promoted cyclization and aromatization of chalcones with 2-mercaptobenzimidazoles have been successfully developed to obtain diverse imidazo[2,1- b ]thiazoles, and C-S and C-N bonds were constructed in one step. The reaction uses oxygen in the air as an oxidant, and the method does not need an external photocatalyst or a transition metal catalyst. The strategy features mild conditions, a simple system, readily accessible feedstocks, and a friendly environment. UV absorption spectroscopy and control experiments have shown that the reaction mechanism involves the formation of an electron-donor-acceptor (EDA) complex from thiolate anions and chalcones. In order to verify the mechanism, we studied the structure and HOMO/LUMO of the EDA complex by density functional theory (DFT) calculations. The results show that the π-π stacking between chalcones and 2-mercaptobenzimidazoles will cause a red shift of the UV absorption wavelength in the presence of Cs 2 CO 3 , and also provide a theoretical basis for the electron transfer of EDA complexes.

The free radical cyclization reaction is a promising strategy for ring framework formation. Herein, we report a copper-catalyzed tandem radical cyclization strategy for preparing substituted lactam derivatives. This reaction proceeds through a radical coupling approach, which not only allows a wide range of alkenes but also is quite compatible with the primary, secondary, and tertiary radicals. In addition, density functional theory calculations were performed to gain insights into the reaction mechanism.

An iron(II)-catalyzed bisphosphorylation cascade cycloisomerization of readily accessible γ-hydroxyl ynones and diphenylphosphine oxides is described. This strategy provides a variety of valuable polysubstituted bisphosphorylated dihydrofuran scaffolds via the construction of two C-P bonds and one C-O bond within a single procedure. This developed reaction system demonstrates good functional group compatibilities with considerably low catalyst consumption (as low as 1%), which could be further scaled up to gram quantities in satisfactory yields.

This report developed a method for the synthesis of C8-aminated pyrrolo-phenanthridines or -indoles by series ortho C(sp 2 )-H amination/ ipso C(sp 2 )-H or C(sp 3 )-H arylation. N-benzoyloxyamines, as electrophilic amination reagents, did not undergo an electrophilic substitution reaction with the pyrrole side, but they did undergo a site-selective C-H amination reaction with the benzene side via Pd/NBE catalysis. The C8-aminated pyrrolo-phenanthridines have strong fluorescence in solution and solid state. X-ray single crystal diffraction shows that the steric hindrance of amino and ortho benzene ring may inhibit aggregation-caused quenching (ACQ).

In palladium/norbornene (Pd/NBE) chemistry, the " ortho effect" has been proven to be a key factor in the process of β-carbon elimination to extrude NBE. Herein, we found that the o -iodoaniline protected by a p -methoxybenzenesulfonyl group can recover the " ortho effect" and then undergo N-S bond cleavage with vinyl palladium, thus achieving a highly selective C-N coupling reaction in the Catallani-Lautens reaction system. On the basis of this discovery, a one-step synthesis of highly functionalized tricyclic indole derivatives was realized.

A visible-light-promoted transfer hydrogenation of azobenzenes has been developed. In the presence of B 2 pin 2 and upon visible-light irradiation, the reactions proceeded smoothly in methanol at ambient temperature. The azobenzenes with diverse functional groups have been reduced to the corresponding hydrazobenzenes with a yield of up to 96%. Preliminary mechanistic studies indicated that the hydrogen atom comes from the solvent and the transformation is achieved through a radical pathway.

This paper describes the case of a cross study between the C-N bond cleavage reaction field and the Catellani-Lautens reaction system. A series of highly functionalized C4-substituted indoles were synthesized using this strategy. By screening the alkyl groups of amines, the energy barrier of C-N bond cleavage reaction was reduced and the corresponding allenization products were avoided. Finally, the density functional theory calculation shows that the inert C-N bond activation reaction is not a concerted process; on the contrary, the coupling reaction first generates indole quaternary ammonium salt, and then C-N bond cleavage occurs via an S N 2 process.

A AgSCF 3 /Na 2 S 2 O 8 -promoted trifluoromethylthiolation/cascade cyclization of o-propargyl arylazides (or o-alkynyl benzylazides) triggered by a carbon-carbon triple bond is reported. This strategy provides the synthesis of valuable SCF 3 -substituted quinoline and isoquinoline systems via the construction of one C(sp 2 )-SCF 3 bond and one C-N bond within one process.

K2CO3-catalyzed thio-Michael addition using quinoline-2-thiones and α,β-unsaturated carbonyl compounds was used to assess the chemoselective construction of C-S and S-S bonds under mild reaction conditions in different solvents. The C-S bond showed a better chemoselective construction in EtOH whereas the S-S bond showed a better chemoselective construction in 1,4-dioxane. The corresponding products, generated from the reaction, presented a significant solvent-controlling effect.

Since esters are important organic synthesis intermediates, an environmentally friendly oxone catalyzed-esterification of carboxylic acids with alcohols has been developed. A series of carboxylic acid esters are obtained in high yield. This strategy requires mild reaction conditions, providing an attractive alternative for the construction of valuable carbonyl esters. Electron-rich and electron-deficient groups are compatible with the standard conditions and a variety of substrates are demonstrated. Moreover, the reaction could easily be adapted to typical prodrugs, drugs and gram-scale synthesis.

Here we show that the base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS 2 is a powerful methodology to synthesize quinoline-2-thiones. This thio-lactamization uses inexpensive and versatile 2-(1-arylvinyl)anilines, which are easily available from the reaction of amines and alkynes. Compared to the known strategy in the literature, this method features the advantages like a short synthesis step and easily available starting materials.

The straightforward visible-light-induced synthesis of stilbene compounds via the cross-coupling of nitroalkenes and diazonium tetrafluoroborates under transition-metal-free conditions is described. The protocol uses green LEDs as light sources and eosin Y as an organophotoredox catalyst. Broad substrate scope and exclusive selectivity for the (E)-configuration of stilbenes are observed. This protocol proceeds via a radical pathway, with nitroalkenes serving as the radical acceptor, and the nitro group is cleaved during the process.

The copper(i)-promoted cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with aromatic amines and aliphatic amines to deliver C-N coupling products in moderate to good yields is reported in this paper. Central to this strategy is the conversion of disulfides into aryl- and alkyl amines by a copper-promoted chemoselective C-S bond cleavage.

The allylamine skeleton represents a significant class of biologically active nitrogen compounds that are found in various natural products and drugs with well-recognized pharmacological properties. In this personal account, we will briefly discuss the synthesis of allylamine skeletons. We will focus on showing a general protocol for Lewis acid-catalyzed N-allylation of electron-poor N-heterocyclic amides and sulfonamide via an amide-aldehyde-alkene condensation reaction. The substrate scope with respect to N-heterocyclic amides, aldehydes, and alkenes will be discussed. This method is also capable of preparing the Naftifine motif from N-methyl-1-naphthamide or methyl (naphthalene-1-ylmethyl)carbamate, with paraformaldehyde and styrene in a one-pot manner., (© 2016 The Chemical Society of Japan & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

A novel method for the synthesis of the polysubstituted tetrahydro-4H-pyrido[1,2-a]pyrimidines through a domino desulfurative coupling-acylation-hydration and Michael addition sequence was established.

Chemical characteristics of normal, woolly apple aphid-damaged, and mechanically damaged twigs of six apple cultivars: Red Fuji, Golden Delicious, Qinguan, Zhaojin 108, Starkrimson, and Red General, were examined in autumn wood to provide abetter understanding of factors related to cultivar resistance to the woolly apple aphid, Eriosoma lanigerum (Hausmann). Chemical measures examined included soluble sugars, soluble proteins and amino acids, total phenolics, and polyphenol oxidase (that enhances the resistance of plants to insects) and superoxide dismutase, peroxidase, and catalase (that degrade waste products in plants). Soluble sugar, protein, and amino acid contents in normal (undamaged) twigs of Red Fuji, aphid-susceptible cultivar, were higher than in mechanically damaged and aphid-damaged twigs. Total phenolic compounds, an important group of defensive compounds against aphids, increased by 30.5 and 6.0% in mechanically damaged twigs of Qinguan and Zhaojin 108, respectively, and decreased by 21.7 and 16.1% in aphid-damaged twigs of Red Fuji and Red General, respectively. Compared with normal twigs, in aphid-damaged twigs, superoxide dismutase, peroxidase, and polyphenol activity all decreased in Red Fuji. The resistance of some apple cultivars to woolly apple aphid during the growth of autumn shoots was related to several of the physiological indices we monitored. The thin epidermis of callus tissue over healed wounds showed increased susceptibility to the attack by woolly apple aphid. Apple cultivar Qinguan with the highest level of resistance to woolly apple aphid in autumn had increased in amino acid, total phenolic compound levels, and enzyme activity after aphid feeding.

A simple and highly selective colorimetric sensor (L1) bearing thiosemicarbazide moiety as binding site and nitrophenyl moiety as signal group were synthesized. Sensor L1 showed great colorimetric single selectivity and high sensitivity for mercury cation in DMSO and DMSO/H(2)O binary solutions. When Hg(2+) was added to the DMSO solution of L1, dramatic color change from brown to colorless was observed. While the cations Ca(2+), Mg(2+), Cd(2+), Fe(3+), Co(2+), Ni(2+), Cu(2+), Zn(2+), Pb(2+), Ag(+) and Cr(3+) could not cause any distinct interferer toward the recognition process for Hg(2+). The detection limit is allowable to 5.0 × 10(-6) and 1.0 × 10(-7)M level of Hg(2+) according to visual color change and UV-vis change, respectively. The recognition mechanism of the sensor toward mercury cation was evaluated in DMSO solutions by UV-vis and (1)H NMR. The sensor selectively sense Hg(2+)via the formation of a stable 1:1 complex through CS and CO group with Hg(2+). When these complex bonds formed, the sensor carried out an ICT transition induced color change., (Copyright © 2012 Elsevier B.V. All rights reserved.)

In the mol-ecule of the title compound, C(18)H(22)N(2)O(3), the dihydro-pyrimidinone ring adopts an envelope conformation. The dihedral angle between the phenyl ring and the mean plane through the enamine fragment is 86.04 (7)°. The mol-ecular conformation is stabilized by an intra-molecular C-H⋯O hydrogen bond. In the crystal, inter-molecular N-H⋯O hydrogen bonds link pairs of mol-ecules into centrosymmetric dimers.

A Mannich reaction of imines and ketones induced by persistent radical cation salts was investigated, and a series of Mannich bases, beta-aminoketones, were synthesized. A novel cyclization to form the 4-piperidone skeleton was achieved in a tandem process. The reaction can be rationalized as a radical cation process supported by various evidence.