4.7 Article

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

Journal

DALTON TRANSACTIONS
Volume 39, Issue 43, Pages 10442-10446

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0dt00451k

Keywords

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Funding

  1. Peking University
  2. National Sciences of Foundation of China [20672006, 20821062, GZ419]
  3. MOST of China [2009CB825300]

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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.

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