4.8 Article

Palladium-Catalyzed Regioselective Carbonylation of C-H Bonds of N-Alkyl Anilines for Synthesis of Isatoic Anhydrides

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 42, Pages 17490-17493

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja308976x

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Funding

  1. National Natural Science Foundation of China [NSFC-21272183, 21002077]
  2. Fund of New Scientific Stars of Shanxi Province [2012KJXX-26]

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A Pd-catalyzed regioselective C-H bond carbonylation of N-alkyl anilines for the synthesis of isatoic anhydrides has been developed. The key Pd-catalyst intermediate has been isolated and characterized. This novel Pd-catalyzed carbonylation reaction tolerates a wide range of functional groups and is a reliable method for the rapid elaboration of readily available N-alkyl anilines into a variety of substituted isatoic anhydrides under mild conditions.

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