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A new strategy has been proposed for the synthesis of 9-arylhexahydroacridine-1,8-diones by three-component condensation of aromatic aldehydes with 5,5-dimethylcyclohexane-1,3-dione and ammonium acetate in ethanol, using nontoxic, available, and inexpensive phosphate fertilizers [monoammonium phosphate (MAP), diammonium phosphate (DAP), and triple super phosphate (TSP)] as heterogeneous catalysts. Notable advantages of the proposed method include operational simplicity, low cost of the reactants, favorable environmental profile, good yield, short reaction time, recovery and reuse of the catalyst, and valorization of Moroccan natural phosphate.

The novelty of this work is to propose a new process consisting to the modification of triple superphosphate (TSP) by sodium nitrate (NaNO3) for the preparation of a heterogeneous catalytic support Na2Ca(HPO4)2 (calcium hydrogen disodium phosphate). This product has been characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM) and infrared spectroscopy (IR). The catalytic activity of Na2Ca(HPO4)2 was examined in Knoevenagel condensation between 4-chlorobenzaldehyde and malononit rile as a model reaction. The optimization of the reaction operating conditions was carried out based on a study of the effect of various parameters, namely reaction time, the catalyst charge, the nature, and volume of solvent on the reaction yield. From these considerations, this catalyst proves its efficiency since it allows to obtain the product with excellent yields in a short reaction time. Moreover, it has been reused several times without any significant loss of its activity. The process developed herein can be considered as an ecological and economical method because the catalyst used is non-toxic, cost-effective and easy to prepare.

New spiroisoxazolines 3 have been synthesized by 1,3-dipolar cycloaddition of arylnitrile oxides with 2-arylidenes-3-phenyl-1-indanones. The reaction occurs in a regiospecific and diastereospecific manner and leads to one cycloadduct in all the cases. The proposed structure of the obtained cycloadducts was established based on spectroscopic data and confirmed by radiocrystallographic study. The spectral data were in favor of the observed regiochemistry and diastereoselectivity of this reaction.

The preservation of manuscripts and archive materials is a serious problem for librarians and restorers. Paper manuscript is subjected to numerous degradation factors affecting their conservation state. This research represents an attempt to evaluate the conservation restoration process applied in Moroccan libraries, especially the alkaline treatment for strengthening weakened paper. In this study, we focused on six samples of degraded and restored paper taken from three different Moroccan manuscripts aged 150, 200 and 800 years. In addition, the Japanese paper used in restoration has been characterized. A modern paper was also analyzed as reference. A three-step analytical methodology based on infrared spectroscopy (ATR-FTIR), X-ray diffraction (XRD) and scanning electron microscopy coupled to energy dispersive spectrometry (SEM–EDS) analysis was developed before and after restoration in order to determine the effect of the consolidation treatment on the paper structure. The results obtained by XRD and ATR-FTIR disclosed the presence of barium sulfate (BaSO4) in all restored paper manuscripts. The presence of calcium carbonate (CaCO3) in all considered samples was confirmed by FTIR spectroscopy. The application of de-acidification treatment causes significant changes connected with the increase of intensity mostly in the region 1426 cm−1, assigned to the asymmetric and symmetric C O stretching mode of calcite, indicating the effectiveness of de-acidification procedure proved by the rise of the alkaline reserve content allowing the long term preservation of paper. Observations performed by SEM magnify the typical paper morphology and the structure of fibbers, highlighting the effect of the restoration process, manifested by the reduction of impurities.

A series of 18 new 3,4-disubstituted-isothiochromeno[3,4-e][1,2]oxazines 28–45 has been obtained from the 3′,4′-di-substituted-4′H-spiro[isothiochromene-3,5′-isoxazol]-4(1H)-ones 10–27 in refluxing HCl acid/ethanol. A series of 15/18 compounds 28–45 was selected by the National Cancer Institute (NCI, Bethesda, USA) and were evaluated against a full panel of 60 primary human tumor cell lines derived from nine human cancer types, all of which showed antiproliferative activity in the micromolar range. The most active compound number 37 (S722910) showed high potency against all the tested cell lines with a GI50 mean value in the range of 30–80 μM; TGI and LC50 values were 12–16 μM having positive response on 98 and 63 % of the tested cell lines (Breast-MCF7 and NCS-SF-268) respectively.

A new class of tripodal N-ligands have been prepared under mild conditions by reaction of N-hydroxymethyl-3,5-dimethylpyrazole with 2-furylmethylamine; 2-pyridylmethylamine; 4-nitrobenzaldehyde hydrazone and (E)-1-((anthracen-9-yl)methylene)hydrazine in a double equimolar ratio (2:1). The tripodal ligands were characterized by IR, 1H-, and 13C-NMR, microanalysis, and mass spectrometry. The fluorescence properties of the ligands were analyzed.

International audience; An efficient and facile method for the synthesis of novel structurally diverse β-amino dicarbonyl compounds is described by exploring the aza-Michael addition reaction in an aqueous medium as a key step. Thereby, 2-(aryl-disubstituted-amino-1-yl-methyl)-malonic acid diethyl esters were achieved in a good to excellent yields. These products were easily isolated with enough purity just by using simple recrystallization. The crystals of the compounds (17) and (24) have been obtained and studied by X-ray crystallographic analyses.

Synthesis and evaluation of the bioactivity of spiroheterocycles (STC) against Trypanosoma cruzi are described. Selectivity indices were improved for two compounds versus the leads 17 and 20, the spiro-thiochromanone (STC) derivatives 17–26, thus increasing the therapeutic interest of our family. As our previous studies conducted on the structure of pharmacophore sites of our compounds made us hypothesize the existence of original sites, STC can be considered as promising tools further anti-trypanosoma studies, as probes for affinity chemotherapy. Compounds 17 and 20 are more potent and more selective than benznidazole and nifurtimox. The highest anti-trypanosoma cruzi (TC) activity is obtained for compounds 17 and 20 which exhibited low IC50 values (1.5 and 3.78 μM), up to sixfold lower than clinical drugs, nifurtimox (Nfx) or up to fourfold lower than benznidazole (Bdz).

The titled new functionalized ligand 2-[(4-chloro-phenyl)-pyrrolidin-1-yl-methyl]-malonic acid diethyl ester (4) is prepared in good yield through condensation of pyrazole and 3,5-dimethyl-pyrazole, respectively, with 2-arylidene-malonic acid diethyl esters (3). The structures of (4) is determined by spectral (IR, 1H NMR), elemental analyses and X-ray diffraction data. The structure of (4) was solved in triclinic, space group P-1, with a = 5.6858(2), b = 10.0716(4), c = 16.2885(7) A, α = 94.338(3, β = 91.453(4), γ = 97.750(3)°, V = 921.00(6) A3, Z = 2. [Structures of two β-amino dicarbonyl compounds: 2-[(4-chloro-phenyl)-pyrrolidin-1-yl-methyl]-malonic acid diethyl ester and 2-[(4-chloro-phenyl)-(3,5-dimethyl-pyrazol-1-yl)-methyl]-malonic acid diethyl ester I. Meskini, L. Toupet, M. Daoudi, A. Kerbal, T Ben Hadda The structure of (4) is determined by spectral (IR, 1H NMR), elemental analyses and X-ray diffraction data. It is similar to compound (5). ]

Spiropyrazolines have been synthetized by 1,3-dipolar cycloaddition of some 2-arylidene-1 -tetralones with diarylnitrilimines. It is shown that ring-closure reaction is regiospecific. The diastereoselectivity of the reaction is strongly dependent on the conformational disposition of the substituents of the dipolarophile. The relative configuration and conformation of the products have been determined by means of protonic magnetic resonance measurements.

Spiropyrazolines have been synthetized by 1,3-dipolar cycloaddition of some 2-arylidene 1-indanones with diarylnitrilimines. It is shown that ringclosure reaction is regiospecific, yielding stereohomogeneous spiropyrazolines in one step. The relative configuration and stereochemistry of the products have been determined by means of protonic magnetic resonance measurements.

The titled new functionalized ligand of type 2-[(phenyl)-(3,5-dimethyl-pyrazol-1-yl)-methyl]-malonic acid diethyl ester (4) is prepared in good yield through condensation of 3,5-dimethyl-pyrazole, with 2-arylidene-malonic acid diethyl esters 3. The structure of 4 was determined by spectral (IR, 1H and 13C NMR), elemental analyses and X-ray diffraction data. The title compound (4) crystallizes in the monoclinic space group P21/a, with a = 7.9253 (2), b = 17.1299 (5), c = 13.4522 (4) A, β = 90.220 (2)°, V = 1,826.25 (9) A3, Z = 4 and with R int = 0.021. The molecular conformation shows two possible pockets ready to coordinate two metal atoms. The crystal structure of (4) is stabilized by inter-molecular C–H⋯O and C–H⋯N hydrogen bonding. [Structure of 2-[(phenyl)-(3,5-dimethyl-pyrazol-1-yl)-methyl]-malonic acid diethyl ester. I. Meskini, L. Toupet,* M. Daoudi, A. Kerbal, M. Akkurt,* Z. H. Chohan and T. Ben Hadda* The molecular conformation shows two possible pockets ready to coordinate two metal atoms. The crystal structure of (4) is stabilized by inter-molecular C–H⋯O and C–H⋯N hydrogen bonding interactions] --> .

The title compound, 3'-(4-methoxyphenyl)-2-phenyl-4'-(4-ethoxyphenyl)-1,2-dihydro-4H,4'H-spiro[isoquinoline-3,5'-isoxazol]-4-one was synthesized from the reaction of dipolarophile with p-methoxybenzadoxime in the presence of sodium hypochlorite in chloroform solution. The structure of the synthesized compound was determined by IR, H-1 NMR, mass spectroscopic data, C-13 NMR spectroscopy, elemental analysis and X-ray crystallography. The structure was solved in monoclinic, space group C2/c with a = 21.941 (4), b = 17.233 (3), c = 15.404 (3) angstrom, beta = 122.193 (2), V = 4928.9 (16) angstrom(3), Z = 8 and with R-int = 0.154. The geometry of the title compound showed that the piperidine ring adopts a half-chair conformation. In the crystal structure, molecules are linked by C-H center dot center dot center dot O and C-H center dot center dot center dot N contacts. Weak C-H center dot center dot center dot pi p interactions plays an important role in stabilizing the supramolecular structure.

The title compound, 3-(4-methoxy-benzylidene)-isothiochroman-4-one (C17H14O2S) was prepared from the reaction of isothiochroman-4-one with benzaldehyde in the presence of small amount of HCl. The structure of the synthesised compound was determined by IR, 1H NMR and X-ray crystallography. The structure was solved in monoclinic, space group P21/n with a = 3.9773 (7) A, b = 10.918 (2) A, c = 30.609 (6) A, β = 90.615 (3)°, V = 1329.1 (4) A3, Z = 4 and with R int = 0.047. The bicyclic ring of isothiochroman-4-one moiety does not adopt a planar geometry. The molecular conformation is stable via C10–H···O1 and C16–H···S1 intramolecular hydrogen-bonding interactions. These contacts involve molecules in an extended two-dimensional sheet to the bc plane. 3-(4-Methoxybenzylidene)isothiochroman-4-one (C17H14O2S) was prepared from the reaction of isothiochroman-4-one with benzaldehyde in the presence of small amount of HCl. The structure of the synthesized compound was determined by IR, 1H NMR and X-ray crystallography. The bicyclic ring of isothiochroman-4-one does not adopt a planar geometry. The molecular conformation is stable via intramolecular hydrogen-bonding.

WOS: 000260410900005 In this work we present the synthesis 4-[(2-{[(1E)-1-methyl-3-oxobutylidene] amino} ethyl)imino]pentan-2-one. We also propose evidence for the presence of various tautomers for this molecule, and theoretical density functional theory (DFT)-B3LYP/6-31G* calculations to characterize the potential energy surface of these species. NMR, IR, MS techniques and X-ray are also used to analyze the molecule 3 and its tautomeric preferential form.

We report herein the design and synthesis of 17 new spiroheterocycles 10-26, on the basis of two hypothetical pharmacophore structures designed to interact with both of Mycobacterium tuberculosis bacteria and HIV-1 virus. The in vitro biological evaluation of these compounds allowed us to point out seven new potential non-nucleoside hits, with MIC values in the range of 6.25 mu g/mL and two new potential anti-HIV-1 inhibitors.

Synthesis of a series of fourteen novel 2,3',4'-tri-subsituted-1,2-dihydro-4H,4'H- spiro(isoquinoline-3,5'-isoxazol)-4-ones was accomplished in good yield by regio and stereoselective 1,3-dipolar cycloaddition of p-R 2 -benzadoxime 4-8 with dipolarophiles (3Z)-3- ((4-substituted-phenyl)methylidene)-2-phenyl-2,3-dihydroisoquinolin-4(1H)-ones 1-3. The structure of the isolated products 9-23 was established through different spectroscopic techniques. X-Ray crystal structure analysis of one of the products confirms the structure and the selective region and stereochemistry of this cycloaddition. Their antitubercular activity is also evaluated.

Two novel ligand pyrazole derivatives AH and BH (AH = ((3,5-dimethyl-1H-pyrazole-1- yl)methyl)amino acetic acid, BH = (bis-(3,5-dimethyl-1H-pyrazole-1-yl)methyl)amino acetic acid) formed simultaneously by the condensation of N-hydroxy methyl-3,5-pyrazole (1) with glycine (CH3COOH) and their cobalt(II) or copper(II) mixed ligand complex, with 3,5-dimethyl- 1H-pyrazole (Pz) have been synthesized and characterized by spectroscopic analysis and X-ray diffraction study. Distorted square pyramidal geometry is observed around copper(II) with two nitrogens (N1, N3 of AH) in the first plane and third nitrogen (N4 of one pyrazolic ligand) and two oxygen atoms (O4 and O1) in the second plane. In contrast to Cu(II) cation which coordinates with ligand AH, the Co(II) cation prefers to coordinate with the second ligand BH.

Synthesis of a series of fourteen novel 2,2',4',5'-tetra-substituted-1,2,2',4'-tetrahydro-4H- spiro(isoquinoline-3,3'-pyrazol)-4-ones was accomplished in good yield by regio and steroselective 1,3-dipolar cycloaddition of α-chloro-aryliden-phenylhydrazones with (3Z)-3- (arylidene)-2-phenyl-2,3-dihydroisoquinolin-4(1H)-ones 4-8 with dipolarophiles ((3Z)-2-phenyl- 3-(p-R 1 -phenyl)-2,3-dihydroisoquinolin-4(1H)-ones) 1-3. The structure of the isolated products 9-22 was established through different spectroscopic techniques. X-ray crystal structure analysis of one of the products confirms the structure and the selective region and stereochemistry of this cycloaddition. Their antitubercular activity is evaluated.

Two new simple bis-bidentate ligands N-(2-pyridinylmethyl)-N-((E)-(4-((2- pyridinylmethyl)imino)methylphenyl)methylidene)amine and 4-methyl-N-((E)-(4-((4-methyl-2- pyridinyl)imino)methylphenyl)methylidene)-2-pyridinamine were prepared in good yield by condensation of readily available and inexpensive chemicals; 2-amino-methylpyridine 2 or 2- amino-para-methyl-pyridine 4 with terephthaladehyde 1. The synthesis and characterization of these two polydentate ligands are described. The thermo-stability of both compounds 3 and 5 has been calculated.

The three fused five- and six-membered rings in the title compound, C19H14N2O2S, are virtually coplanar, with the maximum deviation from the mean plane being 0.060 (1) Å. This benzothieno[3,2-b]pyran ring system is nearly perpendicular to the plane of the 4-methoxyphenyl ring, forming a dihedral angle of 83.65 (5)°. In the crystal, molecules are linked by pairs of N—H...N hydrogen bonds into inversion dimers. The dimeric units are further connected by an N—H...O hydrogen bond into a tape running along thebaxis. The tapes are linked together by C—H...N and π–π interactions [centroid–centroid distance = 3.7743 (8) Å], forming a three-dimensional network.

The title compound, molecular formula C30H40N10, crystallizes and exhibits a cisoidal conformation around a central p-phenylenediamine ring suggesting that this bis-tripodal ligand is highly flexible and could be accommodated by many and original metal coordinations. All four five-membered pyrazole rings are identical. The molecule presents an inversion centre that coincides with the phenyl ring centre: pyrazole rings are two-by-two equivalent. The electrostatic spatial intramolecular repulsion between N4 and N5 is probably responsible for this general arrangement. These data emphasize the basic character of nitrogens N4 and N5.

The tripodal ligand N,N-bis-(3-carbomethoxy-5-methylpyrazol-1-yl)methyl aniline ( 2 ) has been prepared by the condensation of aniline with two equivalents of N-hydroxymethyl[3-carbomethoxy-5-methyl]pyrazole. The molecule consists of two structurally analogous 3-carbomethoxy-5-methylpyrazol-1-ylmethyl moieties, which adopt a transoidal conformation via a central aniline ring, suggesting that this tripodal ligand is highly flexible and could accommodate many metals by coordination. Keywords: Structure, tripod, pyrazole, tridentate, flexible ligand. Introduction Polydentate pyrazole compounds are known and are particularly interesting as promising ligands for the building of polynuclear complexes as models for bioinorganic systems [1], as well as for the discovery of new catalyst precursors [2]. We are currently working on the synthesis and coordination of monotripodal nitrogen ligands, such as N,N-bis-[(3,5-dimethyl-1-pyrazolyl)methyl]alkylamines [3], to gain insight into the coordination behaviour of larger ligand systems containing both nitrogens of

A series of four different armed heterocyclic candidates; 1-(2-methyl-2,3-dihydro-1,3-benzothiazol-2-yl)acetone (2), 1-(3-methyl-4H-1,4-benzothiazin-2-yl)ethanone (3), 2-[(2-aminophenyl)dithio]aniline (4) and 3-hydroxy-3-methyl-4-(3-methyl-2-quinoxalinyl)-2-butanone (5) have been prepared and their microbial activities were evaluated. A correlation of the structure and activities relationships of these compounds with respect to molecular modeling, Lipinski Rule of Five, drug likeness, toxicity profiles and other physico-chemical properties of drugs are described and verified experimentally. Graphical

Oxidation of various 1-thioglycopyrano- and furanosides with H 2 O 2 /Ac 2 O/SiO 2 was performed in CH 2 Cl 2 /aprotic perfluorinated solvent mixtures (100:0 to 1:19, v/v). Reactions appeared much faster at a solvent ratio of 1:1 without significant over-oxidation to sulfones and modification of diastereoselectivity. Nevertheless, the nature of both the glycosyl moiety and the protecting group influenced the ( S S ):( R S ) product ratio.

The crystal structure of the title compound, C11H11NOS, was determined by an X-ray diffraction analysis. The compound crystallizes in the monoclinic space group P21/c with cell parameters a = 10.533(2) A, b = 12.7826(19) A, c = 7.6491(17) A, β = 107.997(17)°, V = 979.5(3) A3 and Z = 4. The S containing heterocycle adopts a sofa conformation, whereas the 5-membered ring adopts an envelope conformation. The crystal packing is characterized by weak C–H···N contacts and π-stacking interactions. The title compound, 3-methyl-3a,4-dihydro-3H-thiochromeno[4,3-c]isoxazol was synthesized by an 1,3 dipolar cycloaddition reaction and its crystal structure determined. Single crystal X-ray diffraction analysis reveals that the aromatic 6-membered ring is planar, whereas the ring containing the S atom adopts a sofa conformation and the 5-membered ring an envelope conformation. The methyl group is in an equatorial position.

The molecule of the title compound, C21H19NO4S, features a fused ring system whereby a five-membered ring is flanked by two six-membered rings. This is linked to an ethyl 3-carboxylate group and to a methoxybenzene group. The fused-ring system is quasi-planar, with the greatest deviation from the mean plane being 0.131 (1) Å for the methine C atom. The plane through the methoxybenzene ring is nearly perpendicular to that through the fused-ring system, as indicated by the dihedral angle of 85.72 (6)°. An intramolecular N—H...O hydrogen bond is noted. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming layers that stack along theaaxis.

The infrared spectra of inclusion compounds of terephthalaldehyde and two aromatic esters with α- or β- cyclodextrin are studied. A wide range of temperatures provides significant modifications of the spectra which are explained by rotational isomerism of the guest molecule.

Silylphosphanes 3 and 4 gave 1,4-additions with the O=C-C=C moiety of oxazolones 1a-e and 2a-f to afford the adducts 5–8. Oxidation or sulfuration of 5–8 followed by hydrolysis led to oxyphosphorus (or thiophosphorus) amido-acids 9–11 and 15, 19, 20 respectively. A great difference was observed in the behaviour of thiophosphane oxides 16 (R = Me) and 17(R = Ph) toward hydrolysis: 16 led directly to the amido-acid 19 by opening of the lactonic ring whereas, from 17, the heterocyclic intermediate 18 could be isolated.

Fluoro-. chloro- and bromostannylphosphines (8–10) complexed on phosphorus by tungsten pentacarbonyl have been synthesized by reaction between lithium mesityl(tungsten pentacarbonyl)phosphide 4, and the corresponding dihalo(diisityl)tin (isityl: 2,4,6-trisopropylphenyl). Reaction of 8, with tert-butyllithium afforded the stable lithium fluorostannylphosphide 11. Addition of Me3SiCl or MgBr2 to 11, gave the corresponding chloro- and bromoderivatives 14, and 15. Similar compounds 16, and 17, were obtained from 9, and 10, and DBU. 11, 15, 16, and 17, present a large 1JSnP coupling constant (2099.0 to 2151.4 Hz) indicating a partial Sn-P double bond.

Conformational restriction constitutes a useful strategy of molecular modification for the design of new potential drug candidates. Herein we present the planning, antimicrobial evaluation, and establishment of structure-activity relationship (SAR) data for some isoxazole (3a-k, 8a-c, and 9a-c) and pyrazole (5a-h) derivatives. These derivatives were structurally designed by conformational restriction followed by bioisosteric exchange of previously described antimicrobial isoquinolines (1a-c). Some of these more conformationally restricted derivatives present improved properties as new antibacterial drug candidates. © 2012 Springer Science+Business Media B.V.

A series of supramolecular complexes of various cyclodextrins (CDs) was studied. Among the 13 CD complexes synthesized, 11 could be characterizied by electrospray ionization mass spectrometry. Different supramolecular entities, with host : guest ratios of 1 :1 and 2 :1, were observed.

Diethyl(trimethylsilyl)phosphane 1 reacts with the conjugated carbonyl moiety of 2-benzal-1-indanones 2–6 to afford exclusively 1,4-adducts 2a–6a. Subsequent oxydation or sulfuration of most of the adducts leads to the corresponding phosphane oxides or sulfides. Further hydrolysis or reaction with HCl involves the desilylation with the formation of new (thio)phosphorylated ketones or phosphonium salts.

A nine-step synthesis of the potentially biologically active title compound, 9 , has been achieved starting from salicylaldehyde and involving two 13-dipolar cycloaddition reactions and a lactamisation reaction. The cis configuration of compound 9 resulted from that of compound 4 which was confirmed by X-ray crystallography.

Regioselective alkylation of heterocyclic amidines by means of Mitsunobu reaction leads to L-aminoacid derivatives.

In the title compound, C(23)H(17)NO(3)S, the thio-phene and isoxazole rings each have an envelope conformation with the spiro C atom linking them forming the flap of the envelope in each case. The dihedral angle between the mean planes of the benzothio-phene ring and isoxazole rings is 81.35 (7)°. In the crystal, an inter-molecular C-H⋯O hydrogen bond links the mol-ecules into a chain running parallel to the a axis.

Reaction of 2-aminothiophenol with epoxides (II) in refluxing MeCN gives regioselectivity 2-arylbenzothiazin-3-ones (III).

A simple synthetic approach to racemic N-tert-butyloxycarbonyl-2-methyl-3-(1H-1,2,4-triazol-1-yl)alanine (5) in four steps and 68% overall yield starting from oxazoline derivative 1 is reported. This synthesis involves the alkylation of 1H-1,2,4-triazole with an O-tosyloxazoline derivative, followed by an oxazoline ring-opening reaction and oxidation of the N-protected β‑aminoalcohol by potassium permanganate.

International audience; The title compound C20H20O2, has the exocyclic C=C double bond in an E configuration. The two benzene rings form a dihedral angle of 72.92 (6)°.

In the title compound, C(30)H(31)NO(3), the tolyl ring is almost coplanar with the isoxazole ring [dihedral angle = 12.51 (7)°], whereas the meth-oxy-phenyl ring is almost perpendicular to the isoxazole ring [dihedral angle = 89.77 (5)°]. In the crystal, mol-ecules are connected through C-H⋯O hydrogen bonds, forming chains running along the a axis.

A general synthesis of derivatives of 1,2,4-triphenyl-4,10-dihydro-10-thia-3,4-diazaphenanthrene (a new heterocyclic skeleton) in two steps from 3-arylidene-4-isothiochromanones via cycloaddition route is recorded.

Regioselective alkylation of heterocyclic amidines by means of Mitsunobu reaction leads to L-aminoacid derivatives.

A nine-step synthesis of the potentially biologically active title compound, 9 , has been achieved starting from salicylaldehyde and involving two 13-dipolar cycloaddition reactions and a lactamisation reaction. The cis configuration of compound 9 resulted from that of compound 4 which was confirmed by X-ray crystallography.