Tuneable access to indole, indolone and cinnoline derivatives from a common 1,4-diketone Michael acceptor

  1. Dalel El-Marrouki,
  2. Sabrina TouchetORCID Logo,
  3. Abderrahmen Abdelli,
  4. Hédi M'RabetORCID Logo,
  5. Mohamed Lotfi EfritORCID Logo and
  6. Philippe C. GrosORCID Logo

Submitting author affiliation: Universite de Lorraine-CNRS, Vandoeuvre-Lès-Nancy, France

Beilstein Arch. 2020, 202056. https://doi.org/10.3762/bxiv.2020.56.v1

Published 27 Apr 2020

  • Preprint


A convergent strategy is reported for the construction of nitrogen-containing heterocycles from common substrates: 1,4-diketones and primary amines. Indeed, by just varying substrates, substituents or heating mode it is possible to selectively synthesize indole, indolone (1,5,6,7-tetradihydroindol-4-one) or cinnoline (5,6,7,8-tetrahydrocinnoline) derivatives in moderate to excellent yields.

Keywords: N-heterocycle; 1,4-diketone; indole; indolone; cinnoline

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El-Marrouki, D.; Touchet, S.; Abdelli, A.; M'Rabet, H.; Lotfi Efrit, M.; Gros, P. C. Beilstein Arch. 2020, 202056. doi:10.3762/bxiv.2020.56.v1

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