Xiaoqiang Zhou

Aerobic Synthesis of Substituted Quinoline from Aldehyde and Aniline: Copper-Catalyzed Intermolecular C–H Active and C–C Formative Cyclization

An efficient method for the direct synthesis of substituted quinolines from anilines and aldehydes through C-H functionalization, C-C/C-N bond formation, and C-C bond cleavage has been developed. The method is simple and practical and employs air as an oxidant.

I2-mediated oxidative cyclization for synthesis of substituted indolizines.

A direct method for the synthesis of substituted indolizines by means of I2-mediated oxidative tandem cyclization via C-N/C-C bond formation was developed. Various substituted aromatic/aliphatic enolizable aldehydes and 2-pyridylacetates/acetonitrile/acetone proceeded smoothly in this transformation, and the desired products were generated in moderate to good yields.

PhI(OAc)2 oxidative C5 halogenation of quinolines using copper halides under mild conditions

A concise and efficient protocol for PhI(OAc)2 oxidation halogenation of quinoline at the C5 position was developed, affording the desired remote C–H activation products in moderate to excellent yields. This reaction proceeds with copper halides as the halogenating reagent to afford the halogenated quinolines and features excellent substrate tolerance, providing a facile pathway for the C5 halogenation of quinoline.

Copper-Mediated Aerobic Oxidative Synthesis of 3-Bromo-imidazo[1,2-a]pyridines with Pyridines and Enamides

A conversion of pyridines and enamides for the synthesis of 3-bromo-imidazo[1,2-a]pyridines was developed by copper-mediated aerobic oxidative coupling in a one-pot manner. This procedure tolerates various functional groups and affords a series of 3-bromo-imidazo[1,2-a]pyridines under mild conditions.

Metal free synthesis of 2,4-diarylquinoline derivatives with enamides and imines

A metal free I2-catalyzed cyclization between enamides and imines has been developed. This approach is available for a broad range of substrates and provides an extremely simple and efficient way to construct heteroaromatic quinoline derivatives.

Metal-free synthesis of substituted pyridines from aldehydes and NH4OAc under air

A metal-free and efficient method for the synthesis of substituted pyridines with aldehydes and NH4OAc under mild conditions using air as the oxidant was developed. This oxidative cyclization process involves direct C–H bond functionalization, C–C/C–N bond formation and C–C bond cleavage.

Oxidative Recyclization of 1H-Indoles for Synthesis of 2-Indolylbenzoxazinones via Cleavage of the C2–C3 Bond with AIBN under Air

A novel and concise method for the oxidation of unprotected indole derivatives to synthesize 2-indolylbenzoxazinones in the presence of AIBN under open air has been successfully demonstrated. This metal-free reaction is both atom- and step-efficient and is applicable to a broad scope of substrates. This new methodology provides a facile pathway for oxidative C2-C3 bond cleavage and recyclization of 1H-indoles.

A facile and efficient method for the synthesis of 1,2,4-trisubstituted imidazoles with enamides and benzylamines

A novel and practical method for the construction of 1,2,4-trisubstituted imidazoles with enamides and benzylamines catalysed by CuBr and I2 has been developed. This sustainable, simple and environmentally-friendly procedure tolerates various functional groups and affords a series of trisubstitued imidazoles.

Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process

Hydrogen peroxide and anhydride mediated transformation of enamides to afford substituted α-acyloxy ketones is described. This transition-metal-free cascade reaction has a broad substrate scope and high efficiency. The acyl intramolecular migration procedure successfully achieved this acyloxylation process under mild conditions and increased the atom efficiency.

KHCO3 - and DBU-Promoted Cascade Reaction to Synthesize 3-Benzyl-2-phenylquinolin-4(1 H)-ones.

A novel and convenient one-pot route for the synthesis of 3-benzyl-2-phenylquinolin-4(1 H)-ones has been developed under transition-metal-free conditions. This new strategy features high yield and good functional group tolerance. In addition, a proposed mechanism has been confirmed for this reaction.