A Hg(ClO4)2·3H2O catalyzed Sakurai-Hosomi allylation of isatins and isatin ketoimines using allyltrimethylsilane

Zhong-Yan Cao; Yan Zhang; Cong-Bin Ji; Jian Zhou

doi:10.1021/ol202705g

A Hg(ClO4)2·3H2O catalyzed Sakurai-Hosomi allylation of isatins and isatin ketoimines using allyltrimethylsilane

Org Lett. 2011 Dec 16;13(24):6398-401. doi: 10.1021/ol202705g. Epub 2011 Nov 23.

Authors

Zhong-Yan Cao¹, Yan Zhang, Cong-Bin Ji, Jian Zhou

Affiliation

¹ Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, 3663 N. Zhongshan Road, Shanghai, 200062, P. R. China.

PMID: 22111865
DOI: 10.1021/ol202705g

Abstract

It is reported that Hg(ClO(4))(2)·3H(2)O could efficiently activate the cheap but less reactive allyltrimethylsilane for the allylation of isatins or isatin ketoimines, with catalyst loading down to 0.1 mol %. This is the first example of Sakurai-Hosomi allylation of ketoimines using allyltrimethylsilane. A rare example of chiral mercury catalysis is also reported.