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由NiCl·DME调控的可见光促进的无光催化剂烯烃氢酰化和二酰化反应

Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl·DME.

作者信息

Zhao Xinxin, Li Bing, Xia Wujiong

机构信息

State Key Lab of Urban Water Resource and Environment, School of Science , Harbin Institute of Technology (Shenzhen) , Shenzhen 518055 , China.

出版信息

Org Lett. 2020 Feb 7;22(3):1056-1061. doi: 10.1021/acs.orglett.9b04595. Epub 2020 Jan 23.

Abstract

Herein, we describe a visible light-promoted hydroacylation strategy that facilitates the preparation of ketones from alkenes and 4-acyl-1,4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions. The efficiency was highlighted by wide substrate scope, good to high yields, successful scale-up experiments, and expedient preparation of highly functionalized ketone derivatives. In addition, this protocol allows for the synthesis of 1,4-dicarbonyl compounds through alkene diacylation in the presence of NiCl·DME.

摘要

在此,我们描述了一种可见光促进的氢酰化策略,该策略在无光催化剂的条件下,通过酰基自由基加成和氢原子转移途径,促进了由烯烃和4-酰基-1,4-二氢吡啶制备酮类化合物。该方法具有底物范围广、产率良好至高、成功放大实验以及方便制备高官能团化酮衍生物等优点,彰显了其高效性。此外,该方案允许在NiCl·DME存在下通过烯烃双酰化合成1,4-二羰基化合物。

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