4.8 Article

Base-Mediated Carboxylation of Unprotected Indole Derivatives with Carbon Dioxide

Journal

ORGANIC LETTERS
Volume 14, Issue 20, Pages 5326-5329

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3025082

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Funding

  1. Global COE Program of the Japan Society for the Promotion of Science (JSPS)
  2. University of Tokyo
  3. MEXT Japan
  4. NEDO

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A simple and straightforward method for the preparation of indole-3-carboxylic acids was discovered through the direct carboxylation of indoles with atmospheric pressure of carbon dioxide (CO2) under basic conditions. The key for the reaction was found to be the use of a large excess of LiO'Bu as a base to suppress the undesired decarboxylation side reaction.

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