4.7 Article

Native carboxyl group-assisted C-H acetoxylation of hydrocinnamic and phenylacetic acids

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 32, Pages 4993-4996

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc00459c

Keywords

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Funding

  1. National Natural Science Foundation of China [22022111, 22071248]
  2. Natural Science Foundation of Fujian Province [2020J02008]

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This study presents a method of employing a native directing group for C-H activation, specifically focusing on the ortho-C-H acetoxylation of hydrocinnamic and phenylacetic acids, which are key moieties in many biologically active molecules. The broad scope and potential application of this reaction, as demonstrated with drug molecules, indicate its promising utility in future synthetic endeavors.
The use of a native directing group to promote C-H activation is highly desirable. Herein, we report a method of native carboxyl-assisted, Pd(ii)-catalyzed ortho-C-H acetoxylation of both hydrocinnamic and phenylacetic acids that can be found in many biologically active molecules as the key moieties. Based on the broad scope and the application potential showcased with drug molecules, it is anticipated that this C-H acetoxylation reaction will find attractive applicability in future synthetic endeavors.

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