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Visible-Light-Induced C-C Coupling Reaction to Synthesize Bipyridine From 3-Cyano-1,4-Dihydropyridines.

ABSTRACT: A concise and efficient photocatalytic C-C coupling of 1-benzyl-3-cyano-1, 4-dihydropyridine for synthesis of 1,1'-dibenzyl-3, 3'-dicyano-1,1',4,4'-tetrahydro-4, 4'-bipyridine is described. The reporter system provides a novel technique that facilitates synthesis of C-C coupling derivatives without addition of transition metals and oxidants or other additives. A plausible synthetic pathway is proposed, and the coupling product was characterized via nuclear magnetic resonance spectroscopy (1H and 13C NMR), high-resolution electrospray ionization mass spectrometry (ESI-HRMS) and X-ray analyses.

SUBMITTER: Chen S

PROVIDER: S-EPMC6978658 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Visible-Light-Induced C-C Coupling Reaction to Synthesize Bipyridine From 3-Cyano-1,4-Dihydropyridines.

Chen Shijun S Zhong Qidi Q Zhu Hao H Liu Chunyan C Zhuang Pengyu P Sun Wuji W

Frontiers in chemistry 20200117

A concise and efficient photocatalytic C-C coupling of 1-benzyl-3-cyano-1, 4-dihydropyridine for synthesis of 1,1'-dibenzyl-3, 3'-dicyano-1,1',4,4'-tetrahydro-4, 4'-bipyridine is described. The reporter system provides a novel technique that facilitates synthesis of C-C coupling derivatives without addition of transition metals and oxidants or other additives. A plausible synthetic pathway is proposed, and the coupling product was characterized via nuclear magnetic resonance spectroscopy (1 ...[more]

PMID: 32010676

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