A mild and metal-free synthetic method for α-azido carbonyl derivatives via the nucleophilic α-azidation of α-halohydroxamates have been established. The reactions of trimethylsilyl azide with various α-mono- and disubstituted azaoxyallyl cations, generated in situ from α-halohydroxamates, afforded a wide range of hindered mono- and dialkyl α-azido carbonyl derivatives in good yields in the presence

An enzyme responsive supramolecular prodrug with near-infrared targeted cell imaging property is constructed from organic dye (4-(3-(benzo[d]thiazol-2-yl)-2-hydroxy-5-methylstyryl)-1-methylpyridin-1-ium) (G), anti-cancer drug chlorambucil (Cbl-G), water-soluble cucurbit[7]uril (CB[7]) and biocompatible hyaluronic acid (HA). It is very interesting that CB[7] can not only associate Cbl-G to form supramolecular

Organoselenium compounds are potentially active substances. Herein, a novel method for the synthesis of 2-substituted 3-selanylbenzo[ b ]furans that uses Cu-catalyzed C-H selenation, an efficient method for chemically transforming aromatic heterocycles, is described. The reactions of 2-substituted benzo[ b ]furans with diaryl diselenides in the presence of 10 mol% copper iodide (CuI) at 120 °C in dimethyl

A three-component reaction of silanes, water and pinacolborane catalyzed by Ru(bpy) 3 Cl 2 has been developed under 20W blue LED irradiation in one-pot manner. The reaction has offered a convenient and atom economical approach to access the useful borasiloxanes by releasing hydrogen gas as the sole by-product.

An asymmetric reductive amination of aryl N-heteroaryl ketones with Benzyl Amines has been realized via one-pot two-step process, using p-toluenesulfonic acid and chiral iridium complexes as catalysts, a mixture of formic acid/triethylamine as a reductant. Twenty examples of chiral aryl N-heteroaryl methylamines were obtained with good yields and up to 99% ee.

Three types of chiral perylene diimide luminophores bearing ethynyl, phenyl, and ethynylphenyl substituents ( BPP-Ethy , BPP-Ph , and BPP-EthyPh ) at the bay positions were prepared. The chiroptical properties of the compounds in their solution (in CHCl3) and polymethyl methacrylate (PMMA)-film solid states were investigated. Similar to the chiral BPP molecules bearing no substituents at the bay position

A formal method for C-H bond functionalization of amines with Michael acceptors and β -fluorinated gem -diols via α-aminoalkyl radicals generated using organic photoredox catalysis is reported. Under transition-metal free conditions, the α-aminoalkyl radicals are produced by dicyanopyrazine-derived photocatalyst through single electron transfer and subsequent deprotonation of C-H bonds, then the functionalized

A theoretical investigation on Mobius and Wagner-Meerwein rearrangements of 2-methyl-N-methoxyaniline catalyzed by NHC-Ag(I)/Au(I) catalysis is presented in this work, which reveals the reaction mechanism depends on the oxidative state tendency of metal center. The calculated results show that Ag + /Au + catalyzed rearrangements of 2-methyl-N-methoxyaniline undergo three main steps: the cleavage of

A metal-free methodology for the synthesis of 1,2-disubstituted and 2-substituted benzimidazoles with high to excellent yields has been developed. The course of synthesis involves easy work-up, straightforward purification, inexpensive reaction setup, and wide substrate scope under extremely mild and operationally simple conditions which makes the synthetic strategy more lucrative, practical and reliable

The class of Double Diels-Alder (DDA) reactions leading the targets concisely where numerous synthetic pursuits have been rewarded with conceptually novel and streamlined method. After the tremendous development and discoveries in various Diels-Alder reactions including its key role applications in many natural products syntheses, DDA reaction is considered as a growing branch of Diels-Alder reaction

Functionalization of Csp3-H bond meets various challenges owing to their well-known inertness. The task becomes even more challenging for carbon-heteroatom coupling e.g., Csp3-O coupling. Herein we report an electrochemical approach for the direct regioselctive cross-dehydrogenative hetero-coupling of benzylic Csp3-H bonds of toluidines with alcohols at room temperature under external catalyst, oxidant

Amidation reactions of coumarin-3-carboxylic acids under mild conditions have been demonstrated in this work. Tetraalkylthiuram disulfides are utilized as the amidation reagents. This protocol is compatible with a variety of electron-donating and electron-withdrawing functional groups and provides an attractive strategy for the preparation of coumarin-3-carboxamides in moderate to good yields.

Polysubstituted pyrrolidines/dihydropyrroles and the corresponding pyrrole derivatives were synthesized via three-component/pseudo four-component reaction of chalcone, benzylamine and benzaldehyde, and followed by DDQ oxidation. When exposed to UV light under aerobic conditions, the prepared pyrrole derivatives were found to be light-sensitive and undergo oxidative ring-opening reaction to yield the

A rapid and facile method of accessing 4-phenyl-β-keto-α-tetralones is reported. The key homo-Nazarov cyclization was achieved via treatment of the preceding phenylcyclopropane with TiCl 4 at below ambient temperatures. In contrast to previous work, which was limited to electron-rich substrates, the present transformations proceeded without heating and were applicable to an electronically broad range

An efficient organo-photocatalytic method for the synthesis of 6- β -disubstituted phenanthridines has been developed. The reaction documents unprecedented generation of enolate vinyl radicals from corresponding diazo compounds in the presence of photocatalyst Rh-6G. Subsequent trapping of these radical intermediates by o-aryl vinyl azides followed by intramolecular cyclization affords the final products

This Perspective provides insight into the early history of nucleophilic phosphinocatalysis. The concepts of 1,4-addition of a tertiary phosphine to an α,β-enone and of equilibrium between the resulting phosphonium zwitterion and phosphonium ylide established a fundamental basis for the development of several classical transformations, including the Rauhut–Currier, Morita, McClure–Baizer–Anderson,

An efficient and facile iodine-catalyzed reaction of 2-amino carbonyls with β-enamino esters or β-enaminones affords 1-azaxanthones, quinolines, and naphthyridines in good to excellent yields. This novel catalytic [4+2] annulation reaction proceeds through a cascade I 2 -activation, Michael addition, intramolecular aldol reaction, and aromatization.

A Rh-catalyzed divergent alkylation of indole derivatives with vinyl carbonate was described. Depending on the substrate and solvent, indoles reacted with vinyl carbonate and alcohols to give C2 carboxymethylated adducts via a sequential three-component reaction, while indolines reacted with vinyl carbonate in toluene to provide C7 formylmethylated products. The structures of carboxymethylated product

Abstract: Electro-organic reactions are now considered as one of the most efficient and environmentally benign methodologies to synthesize highly functionalized motifs like difunctionalized unsaturated compounds from readily available substrates. Excellent regioselectivity, functional group tolerance and broad range of substrates are the main advantages of electrochemical difunctionalization reactions

Aryldiphenylarsines, diarylphenylarsines, and triarylarsines were synthesized by practical methods to utilize the heavy atom effect for phosphorescence. 1-Naphthyl, 2-naphthyl, 9-phenanthryl, and 1-pyrenyl groups were introduced in the present work. The obtained arene-substituted arsines showed phosphorescence in solutions at 77 K. On the other hand, 1-pyrenyl-substituted arsines showed only fluorescence

The NHC-catalysed intermolecular Stetter reaction provides direct access to 1,4-diketones, however current NHC catalysts for this specific transformation remain underdeveloped, significantly limiting the use of this reaction in target-oriented synthesis. Here we report a novel N -mesityl thiazolium NHC as a high-performing catalyst for this reaction, enabling high yields and short reaction times for

Radical cation [4+2] cycloaddition is an alternative strategy for constructing various six-membered rings that cannot be easily accessed by thermal [4+2] cycloaddition. Here, we developed an FeCl 3 /AgSbF 6 co-initiator to promote radical cation [4+2] cycloaddition of non-conjugated tetrasubstituted alkenes with 2,3-dimethyl-1,3-butadiene. In the presence of 10 mol% of FeCl 3 and 30 mol% of AgSbF 6