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光活性供体-受体络合物实现的镍催化烯烃的三组分烷基酰化反应

Nickel-Catalyzed Three-Component Alkylacylation of Alkenes Enabled by a Photoactive Electron Donor-Acceptor Complex.

作者信息

Xi Xiaoxiang, Chen Yukun, Yuan Weiming

机构信息

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology (HUST), 1037 Luoyu Road, Wuhan 430074, P. R. China.

出版信息

Org Lett. 2022 Jun 10;24(22):3938-3943. doi: 10.1021/acs.orglett.2c01237. Epub 2022 May 23.

DOI:10.1021/acs.orglett.2c01237
PMID:35605019
Abstract

An electron donor-acceptor complex-enabled, nickel-catalyzed three-component net-reductive 1,2-alkylacylation of alkenes is developed. This conjunctive reductive acyl cross-coupling process obviates the use of an exogenous photocatalyst and a stoichiometric metal-based reductant, affording various synthetically useful 1,3-dicarbonyl compounds in good yields with a broad substrate scope and excellent functional group tolerance. Both alkyl and acyl electrophiles are derived from the highly abundant and readily accessible carboxylic acids, making the catalytic 1,2-dicarbofunctionalization more synthetically general and sustainable.

摘要

开发了一种基于电子供体-受体络合物的镍催化烯烃三组分净还原1,2-烷基酰化反应。这种联合还原酰基交叉偶联过程避免了使用外源光催化剂和化学计量的金属基还原剂,能以良好的产率提供各种具有合成价值的1,3-二羰基化合物,底物范围广且对官能团耐受性优异。烷基和亲电酰基均源自高度丰富且易于获取的羧酸,使得催化1,2-二碳官能化反应在合成上更具通用性和可持续性。

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