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钯催化的酰胺和烯丙基苯的区域选择性 C-H 功能化/环化反应合成异喹啉酮和吡啶酮。

Palladium-Catalyzed Regioselective C-H Functionalization/Annulation Reaction of Amides and Allylbenzenes for the Synthesis of Isoquinolinones and Pyridinones.

机构信息

School of Pharmaceutical Science, Zhejiang Chinese Medical University, Hangzhou 310053, P. R. China.

Advanced Research Institute and Department of Chemistry, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. China.

出版信息

J Org Chem. 2021 Apr 2;86(7):5255-5264. doi: 10.1021/acs.joc.1c00150. Epub 2021 Mar 22.

Abstract

A regioselective C-H functionalization/annulation reaction of -sulfonyl amides and allylbenzenes through a palladium-catalyzed C(sp)-H allylation/aminopalladation/β-H elimination/isomerization sequence has been reported. Various aryl and alkenyl carboxamides are found to be efficient substrates to construct isoquinolinones and pyridinones in up to 96% yield. Using ambient air as the terminal oxidant is another advantage regarding environmental friendliness and operational simplicity.

摘要

报道了一种钯催化的 C(sp)-H 烯丙基化/氨钯化/β-H 消除/异构化序列的 -磺酰胺和烯丙基苯的区域选择性 C-H 功能化/环化反应。各种芳基和烯基羧酰胺被发现是构建异喹啉酮和吡啶酮的有效底物,产率高达 96%。使用环境空气作为末端氧化剂是另一个关于环境友好性和操作简单性的优点。

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