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Aromatic tertiary amines are one of the most important classes of organic compounds in organic chemistry and drug discovery. It is difficult to efficiently construct tertiary amines from primary amines via classical nucleophilic substitution due to consecutive overalkylation. In this paper, we have developed a radical tandem C-N coupling strategy to efficiently construct aromatic tertiary amines from commercially available carboxylic acids and nitroarenes. A variety of aromatic tertiary amines can be furnished in good yields (up to 98%) with excellent functional group compatibility under mild reaction conditions. The use of two different carboxylic acids also allows for the concise synthesis of nonsymmetric aromatic tertiary amines in satisfactory yields. Mechanistic studies suggest the intermediacy of the arylamine-(TPP)Fe(III) species and might provide a possible evidence for an S H 2 (bimolecular homolytic substitution) pathway in the critical C-N bond formation step., (© 2022. The Author(s).)

A straightforward and efficient protocol for the construction of structurally and biologically interesting chiral flavanoids incorporating three privileged structures, i.e., chromanone, dihydropyran, and indole, has been developed on the basis of chiral bifunctional tertiary amine thiourea-catalyzed asymmetric inverse-electron-demand Diels-Alder reaction of chromone heterodienes and 3-vinylindoles, which were used as dienophiles.

A new synthetic approach toward direct C-N bond formation through sp(3) C-H activation has been developed under metal-free conditions. Both primary and secondary benzylic C-H substrates could react smoothly with various amines to give only mono-amination products with good to excellent yields.

A novel and highly efficient gold(III)-complex catalyzed aerobic oxidative α-C-H functionalization of amines has been developed. The tertiary amines can be directly coupled with various nucleophiles using air as a sustainable oxidant.

Au(III)-catalyzed intermolecular amidations of benzylic C-H bonds with sulfonamides and carboxamides are described. The protocol with the Au-bipy complex/N-bromosuccinimide system provides practical applications for synthesis of various amides via C-H activations. The reaction proceeds with high efficiency to give the corresponding amines, which are extremely useful synthetic intermediates.

An efficient method for the synthesis of β-enaminones and β-enaminoesters using a combination of [(PPh(3))AuCl]/AgOTf as catalyst has been developed. The reaction between 1,3-dicarbonyl compounds and primary amines was carried out under solvent-free conditions with low catalyst loading in good to excellent yields at room temperature.

A facile in situ formed primary amine-imine organocatalyst was developed in the asymmetric Michael addition of substituted 4-hydroxycoumarins to cyclic enones. A series of optically active polycyclic coumarin derivatives were obtained in high yields with excellent enantioselectivities up to 97% ee., (© 2011 American Chemical Society)

Comprehensive Summary: In this paper, we have developed a decarboxylative amination of carboxylic acids with nitroarenes for the synthesis of secondary amines. The protocol is performed at mild conditions without the use of noble metals as catalysts. A wide range of structurally diverse secondary amines could be obtained in good yields (up to 94%) with good functional group tolerance. This transformation shows good to excellent selectivity, avoiding the generation of over alkylated byproducts. [ABSTRACT FROM AUTHOR]

Comprehensive Summary: The arylethylamine framework is a prevalent motif in a great range of biologically important organic compounds. One intractable task for frontline drug discovery is to find structurally new medicine candidates instead of opioid, based on the construction of a rich chemical space of arylethylamine motif. In this report, a practical protocol for the synthesis of arylethylamine functionality common in pharmaceutical chemicals has been developed. It proceeds by Mn‐catalyzed anti‐Markovnikov hydroarylation of electron‐rich enamides under mild conditions without the use of ligands. In spite of mismatched electronic effects during the manganese‐mediated migratory insertion process, both terminal and internal enamides can be regioselectively hydroarylated with various aryl boronic acids in 15 min. Also, the successful hydroalkenylation of enamides with alkenyl boronic acids in air atmosphere affords an elegant route to synthetically useful β‐alkenylated amines in satisfactory yields. The synthetic robustness and practicality of the reaction reveal its simple operation, short reaction time, viability on a gram‐scale and its value in late‐stage modification of complex molecules. [ABSTRACT FROM AUTHOR]

Oxidative cyanation of sp3 C-H bonds at the α position of tertiary amines by using TMSCN as the cyanide donor and a novel high-valent rhenium(V) complex was developed. The reaction offers the corresponding α-aminonitriles in good yields with tert-butyl hydroperoxide as the oxidant under mild and acid-free reaction conditions. [ABSTRACT FROM AUTHOR]

An in situ formation method to obtain chiral bifunctional primary amine-imine catalysts from the C2-symmetric chiral diimines has been developed. The efficiency of this method in the construction of chiral tertiary alcohols which are valuable pharmaceutical intermediates is proved by its application to the asymmetric aldol-type reaction of cyclic ketones with other activated ketone compounds as the enamine acceptors, i.e., β,γ-unsaturated α-keto esters and isatins. In general, good to excellent diastereoselectivities and enantioselectivities (up to 96/4 dr, 96% ee for β,γ-unsaturated α-keto esters and up to 91/9 dr, 94% ee for isatins) were obtained. The active primary amine-imine catalylst and enamine intermediate in the reaction process could be demonstrated by ESI-MS analysis. [ABSTRACT FROM AUTHOR]

Abstract: Crmation was realized through the three-component reaction of an amine, an aldehyde and a dialkylphosphite catalyzed by gold complex. The corresponding α-aminophosphonates were afforded in one-pot reaction with high yields under mild conditions. [Copyright &y& Elsevier]

A catalytic method for the synthesis of a class of hydrazine derivatives is reported. The described method provides convenient access to compounds which are anticipated to show biological activities. The salient features of this process include operational simplicity, good yields, and easily accessible starting materials. Graphical Abstract: [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]

Oxidative α-cyanation of tertiary amines is catalyzed by gold complexes with trimethylsilyl cyanide to afford the corresponding α-aminonitriles in the presence of tert-butyl hydroperoxide in good to excellent yields under acid-free conditions at room temperature. [ABSTRACT FROM AUTHOR]

Comprehensive Summary: In this paper, we have developed a decarboxylative amination of carboxylic acids with nitroarenes for the synthesis of secondary amines. The protocol is performed at mild conditions without the use of noble metals as catalysts. A wide range of structurally diverse secondary amines could be obtained in good yields (up to 94%) with good functional group tolerance. This transformation shows good to excellent selectivity, avoiding the generation of over alkylated byproducts. [ABSTRACT FROM AUTHOR]

Abstract: The chiral polymer P-1 incorporating (S)-2,2′-binaphthol (BINOL) and (S)-2,2′-binaphthyldiamine (BINAM) moieties in the main chain of the polymer backbone was synthesized by the polymerization of (S)-6,6′-dibutyl-3,3′-diformyl-2,2′-binaphthol (S-M-1) with (S)-2,2′-binaphthyldiamine (S-M-2) via nucleophilic addition–elimination reaction, and the chiral polymer P-2 could be obtained by the reduction reaction of P-1 with NaBH4. The fluorescence intensity of the chiral polymer P-1 exhibits gradual enhancement upon addition of (d)- or (l)-phenylalaninol and keeps nearly a linear correlation with the concentration molar ratios of (d)- or (l)-phenylalaninol. The value of enantiomeric fluorescence difference ratio (ef) is 6.85 for the chiral polymer on (d)-phenylalaninol. On the contrary, the chiral polymer P-2 shows no obvious fluorescence response toward either (d)- or (l)-phenylalaninol. [ABSTRACT FROM AUTHOR]

The title reaction allows a new and efficient access to chiral flavanoids and related compounds which are biologically interesting molecules. [ABSTRACT FROM AUTHOR]