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

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Abstract

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 the substrates, the substituents, or the heating mode, it is possible to selectively synthesize indole, indolone (1,5,6,7-tetrahydroindol-4-one), or cinnoline (5,6,7,8-tetrahydrocinnoline) derivatives in moderate to excellent yields.

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El-Marrouki, D., Touchet, S., Abdelli, A., M’Rabet, H., Efrit, M. L., & Gros, P. C. (2020). Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor. Beilstein Journal of Organic Chemistry, 16, 1722–1731. https://doi.org/10.3762/BJOC.16.144

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