Guosheng Huang

Cu(I)-catalyzed synthesis of imidazo[1,2-a]pyridines from aminopyridines and nitroolefins using air as the oxidant.

A copper-catalyzed method for the synthesis of imidazo[1,2-a]pyridines with aminopyridines and nitroolefins using air as oxidation agent in a one-pot procedure has been developed. In this process, the reaction appears to be very general and suitable for construction of a variety of imidazo[1,2-a]pyridines.

Cu (I)-Catalyzed Synthesis of Polysubstituted Pyrroles from Dialkyl Ethylenedicarboxylates and β-Enamino Ketones or Esters in the Presence of O2

A straightforward method for the synthesis of polysubstituted pyrroles was achieved easily from oxidative cyclization of beta-enamino ketones or esters and alkynoates catalyzed by CuI in the presence of O(2).

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.

Iodine-Mediated Thiolation of Substituted Naphthols/Naphthylamines and Arylsulfonyl Hydrazides via C(sp2)–H Bond Functionalization

A direct method has been developed for iodine-mediated thiolation of naphthols/naphthylamines and arylsulfonyl hydrazides through the formation of C-S bond and cleavage of S-N/S-O bonds. In this transformation, a range of valuable thioethers are easily achieved in moderate to good yields.

Palladium-catalyzed C-2 selective arylation of quinolines.

An efficient method for the Pd-catalyzed regioselective C-2 arylation of quinolines is presented. Reactions of various substituted quinolines and unactivated arenes have been conducted under mild conditions. The result shows good product yields of 2-arylquinolines, which are highly useful building blocks for the synthesis of bioactive alkaloid natural products and drug molecules.

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.