Visible‐Light‐Induced Photoredox Dehydrative Coupling/Cyclization of N‐Arylacrylamides with Hydroxyketones

Author:

Yan Wanying1,Qu Zhonghua1,Zhao Feng2ORCID,Deng Guo‐Jun13ORCID,Mao Guo‐Jiang3,Huang Huawen1ORCID

Affiliation:

1. Key Laboratory for Green Organic Synthesis and Application of Hunan Province Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education College of Chemistry Xiangtan University Xiangtan 411105 People's Republic of China

2. Hunan Provincial Key Laboratory for Synthetic Biology of Traditional Chinese Medicine School of Pharmaceutical Sciences Hunan University of Medicine Huaihua 418000 People's Republic of China

3. School of Chemistry and Chemical Engineering Henan Normal University Xinxiang 453007 People's Republic of China

Abstract

AbstractA mild visible‐light induced 4CzIPN/H+ photoredox system has been developed that enables hydroxyketones serving as a carbon radical precursor via formal C−O bond cleavage. This process was successfully exploited in the coupling/cyclization reaction of N‐arylacrylamides and thereby provided a viable access to acyl oxindoles. This protocol features advantages including no need for any metal catalyst and additive, high yielding, broad substrate scope, gram scalability, and release of H2O as the sole byproduct.magnified image

Funder

National Natural Science Foundation of China

Education Department of Hunan Province

Publisher

Wiley

Subject

General Chemistry

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