Issue 43, 2010

LiCl-Promoted Pd(ii)-catalyzed orthocarbonylation of N,N-dimethylbenzylamines

Abstract

Palladium-catalyzed highly regioselective carbonylation of substituted N,N-dimethylbenzylamines with the assistance of LiCl was developed. The ortho-functionalized N,N-dimethylbenzylamine was further transformed into ortho-methyl benzoate under mild conditions. These two transformations could be combined into one pot to produce the desired product in moderate yield. Applications of this methodology to synthesize the fragments of variolaric acid were also studied.

Graphical abstract: LiCl-Promoted Pd(ii)-catalyzed ortho carbonylation of N,N-dimethylbenzylamines

Supplementary files

Article information

Article type
Paper
Submitted
10 May 2010
Accepted
05 Jul 2010
First published
06 Oct 2010

Dalton Trans., 2010,39, 10442-10446

LiCl-Promoted Pd(II)-catalyzed ortho carbonylation of N,N-dimethylbenzylamines

H. Li, G. Cai and Z. Shi, Dalton Trans., 2010, 39, 10442 DOI: 10.1039/C0DT00451K

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