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

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.

SUBMITTER: El-Marrouki D

PROVIDER: S-EPMC7372239 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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

El-Marrouki Dalel D Touchet Sabrina S Abdelli Abderrahmen A M'Rabet Hédi H Lotfi Efrit Mohamed M Gros Philippe C PC

Beilstein journal of organic chemistry 20200717

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. ...[more]

PMID: 32733616

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