Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides

被引：57

作者：

Zhu, Chen ^{[1
]}

Falck, John R. ^{[1
]}

机构：

[1] Univ Texas SW Med Ctr Dallas, Dept Biochem, Dallas, TX 75390 USA

来源：

TETRAHEDRON | 2012年 / 68卷 / 45期

关键词：

N-Benzoylsulfonamide; C-H activation; Diazoacetate; Isoindolinone; Rhodium catalysis; BOND FORMATION; OXIDATIVE OLEFINATION; DIRECT ARYLATION; ALKYNES; INHIBITORS; BENZAMIDES; ACIDS; FUNCTIONALIZATION; DERIVATIVES; SELECTIVITY;

D O I：

10.1016/j.tet.2012.08.095

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient approach to a wide range of isoindolinones, including 3-monosubstituted and 3,3-disubstituted isoindolinones, from the annulation of N-benzoylsulfonamides with olefins and diazoacetate has been developed. The transformation is broadly compatible with both terminal and internal olefins. Moreover, diazoacetate is for the first time incorporated into an amide-directed C-H functionalization reaction. Specifically, the rhodium complex [{RhCl2Cp*}2] enables the in situ dimerization of diazoacetate in addition to its role in catalyzing C-H functionalization/cross-coupling. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：9192 / 9199

页数：8

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