Rapid access to N-(indol-2-yl)amides and N-(indol-3-yl)amides as unexplored pharmacophores
Organic & Biomolecular Chemistry2016Vol. 15(3), pp. 576–580
Citations Over Time
Abstract
Preparation of N-(indol-2-yl)amides and N-(indol-3-yl)amides are scarce in the scientific literature due to unstable intermediates impeding current reported syntheses. We have employed cheap and readily available substrates in the Curtius rearrangement of indole-3-carboxazide to afford N-(indol-3-yl)amides. The reaction is observed for alkyl and aryl carboxylic acids and both N-substituted or 1H-indole derivatives are tolerated. This approach was extended to the preparation of N-(indol-2-yl)amides from the corresponding indole-2-carboxazides.
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