4.4 Article

Metal-Free Selective C2-H Amidation of 8-Amidoquinolines by Using Isocyanide as the Source of Amide

Journal

CHEMISTRYSELECT
Volume 3, Issue 18, Pages 5194-5197

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201800647

Keywords

amidation; 8-amidoquinolines; isocyanideC2 position; metal-free

Funding

  1. Scientific Research Fund of Jiangxi Provincial Education Department [GJJ160285]
  2. Natural Science Foundation of China (NSFC) [21762023, 21562024]

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An unanticipated and highly efficient selective amidation in the C2 position of 8-amidoquinolines has been developed via C-H bond elaboration. The method is transition-metal-free, operationally simple with broad functional group tolerance. In this work, isocyanide has been successfully utilized as the source of amide. Furthermore, various kinds of 8-amidoquinolines in combination with different substituted isocyanides under oxidative condition resulted in direct access to N-quinoline-2-carboxamides in good yields.

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