Nickel-Catalyzed Domino Heck Cyclization/Suzuki Coupling for the Synthesis of 3,3-Disubstituted Oxindoles

被引：80

作者：

Li, Yuxiu ^{[1
]}

Wang, Kuai ^{[1
]}

Ping, Yuanyuan ^{[1
]}

Wang, Yifan ^{[1
]}

Kong, Wangqing ^{[1
]}

机构：

[1] Wuhan Univ, Inst Adv Studies, 299 Bayi Rd, Wuhan 430072, Hubei, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 04期

基金：

中国国家自然科学基金;

关键词：

O BOND ACTIVATION; ANION CAPTURE PROCESSES; PHENOL DERIVATIVES; QUATERNARY STEREOCENTERS; CASCADE REACTIONS; ASYMMETRIC HECK; ARYL ESTERS; PALLADIUM; ALKENES; NI;

D O I：

10.1021/acs.orglett.7b03713

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first nickel-catalyzed domino Heck cyclization/Suzuki coupling reaction for the synthesis of 3,3-disubstituted oxindoles bearing quaternary all-carbon centers is reported. A wide range of electrophiles, such as aryl iodides, bromides, triflates, and chlorides, are all compatible with the reaction conditions. Moreover, cheap aryl esters, which undergo catalytic C-O bond cleavage, could also be employed as electrophiles. The approach shows good yields and broad scope, complementing a more practical and sustainable alternative to the conventional palladium-based analogues.

引用

页码：921 / 924

页数：4

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