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

Dalel El-MarroukiSabrina TouchetAbderrahmen AbdelliHédi M'RabetMohamed Lotfi EfritPhilippe C Gros
Published in: Beilstein journal of organic chemistry (2020)
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.
Keyphrases
  • structure activity relationship
  • high intensity