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

TETRAHEDRON

卷:68

Article

Zhu, Chen¹  Falck, John R.¹ 

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

关键词: N-Benzoylsulfonamide;    C-H activation;    Diazoacetate;    Isoindolinone;    Rhodium catalysis;   

DOI  :  10.1016/j.tet.2012.08.095

来源: Elsevier

【 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.

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