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Synlett 1991; 1991(5): 315-316
DOI: 10.1055/s-1991-34725
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Homologation of Indole-3-carboxylic Acids and Amides

Cheryl D. Buttery* , Richard G. Jones, David W. Knight
  • *Chemistry Department, University Park, Nottingham NG7 2RD, England
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Publication Date:
07 March 2002 (online)

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Deprotonation of the N-protected indole-3-carboxylic acids 3 or -carboxamides 6 occurs selectively at the 2-position; alkylations and condensation with aldehydes of the resulting dianions 4 and monoanions 7, respectively, lead to good to excellent yields of 2-substituted indole-3-carboxylic acids 5 and -carboxamides 8.