Synthesis of 2-Substituted Indoles via Migration Reaction of 3-Substituted Indoles with Triflic Acid

Chem Pharm Bull (Tokyo). 2024;72(3):336-339. doi: 10.1248/cpb.c23-00792.

Abstract

This study showcases the 1,2-migration reactions of alkyl and aryl groups on the indole molecule. Trifluoromethanesulfonic acid effectively facilitates the migration of the substituent from C3- to C2-position of the indole structure. The resulting C2-substituted indoles offer a valuable pathway for the synthesis of natural products and medicinal compounds.

Keywords: 2-substituted indole; indole; migration; trifluoromethanesulfonic acid.

MeSH terms

  • Biological Products*
  • Indoles* / chemistry
  • Mesylates

Substances

  • trifluoromethanesulfonic acid
  • Indoles
  • Mesylates
  • Biological Products