4.8 Article

Direct C-H Carboxylation with Carbon Dioxide Using 1,2,3-Triazol-5-ylidene Copper(I) Complexes

Journal

ORGANIC LETTERS
Volume 14, Issue 15, Pages 3986-3989

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol301760n

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Funding

  1. Japan Society for the Promotion of Science (JSPS) [22550044]
  2. Chuo University
  3. Grants-in-Aid for Scientific Research [21225004, 22550044] Funding Source: KAKEN

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1,2,3-Triazol-5-ylidene copper(I) complexes (tzNHC-Cu) efficiently catalyzed the direct C-H carboxylation of benzoxazole and benzothiazole derivatives with CO2 to give the corresponding esters in excellent yields after treatment with alkyl iodide. The tzNHC copper(I) complex, i.e., [(TPr)CuCl], worked somewhat more effectively than the corresponding imidazol-2-ylidene copper(I) complex [(IPr)CuCl] to give the carboxylation product in higher yields.

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