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Synthesis of N-Substituted Indoles via Aqueous Ring-Closing Metathesis

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Abstract We report herein the synthesis of N -substituted indoles resulting from the ring-closing metathesis of indole precursors bearing N -terminal alkenes. The aqueous metathesis of the indole precursors gave… Click to show full abstract

Abstract We report herein the synthesis of N -substituted indoles resulting from the ring-closing metathesis of indole precursors bearing N -terminal alkenes. The aqueous metathesis of the indole precursors gave good yields of N -substituted indoles (up to 72%) with commercial metathesis catalysts and with artificial metalloenzymes based on the biotin-streptavidin technology. Strikingly, the yield of the N -acetylindole increases in presence of a second metathesis substrate. Graphic Abstract

Keywords: metathesis; synthesis substituted; closing metathesis; substituted indoles; ring closing

Journal Title: Catalysis Letters
Year Published: 2020

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