Direct C-2 Carboxylation of 3-Substituted Indoles Using a Combined Brønsted Base Consisting of LiO-tBu/CsF/18-crown-6

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2 Citations (Scopus)

Abstract

Herein, we report that a combination of LiO-tBu, CsF, and 18-crown-6 can be used to carry out the carboxylation of indole derivatives at the C-2 position under an ambient CO2 atmosphere. Substrates bearing an electrophilic substituent (i.e., cyano, formyl, benzoyl, phenylsulfonyl, phenylsulfinyl, and chloride) at the C-3 position are smoothly converted into their corresponding carboxylated products with high functional group compatibility.

Original languageEnglish
Pages (from-to)1987-1991
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2020
Issue number13
DOIs
Publication statusPublished - 2020 Apr 7

Keywords

  • Brønsted bases
  • C1 building blocks
  • Carbon dioxide fixation
  • C–H functionalization
  • Indoles

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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