4.7 Article

Silver-catalyzed decarboxylative C-H functionalization of cyclic aldimines with aliphatic carboxylic acids

Journal

CHINESE CHEMICAL LETTERS
Volume 32, Issue 9, Pages 2777-2781

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2021.03.011

Keywords

Radical; Decarboxylation; C-H functionalization; Cyclic aldimines; Aliphatic carboxylic acids

Funding

  1. National Natural Science Foundation of China [21402116, 21502111, 21572126]
  2. Science and Technology Innovation Talents of Henan Province [2018JQ0011]
  3. Key Science Research of Education Committee in Henan Province [21A150044]

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The silver-catalyzed decarboxylative C-H alkylation of cyclic aldimines with abundant aliphatic carboxylic acids has been achieved under mild reaction conditions, producing moderate to good yields (32%-91%). The study also demonstrated the potential of the technology in gram-scale reactions and late-stage modification of drugs.
Silver-catalyzed decarboxylative C-H alkylation of cyclic aldimines with abundant aliphatic carboxylic acids has been realized under mild reaction conditions generating the corresponding products in moderate to good yields (32%-91%). In addition, a gram-scale reaction, late-stage modification of drug, synthetic transformation of the product, and further application of the catalytic strategy were also performed. Preliminary studies indicate that the reaction undergoes a radical process. (C) 2021 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

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