Zinc triflate catalyzed 1,3-indolylation of cyclohexanones: tandem condensation, dehydrogenation and aromatization sequence.

Author(s) Singh, H.; Tiwari, R.; Sharma, P.; Kumar, P.; Jain, N.
Journal Org Biomol Chem
Date Published 2020 04 01

1,3-Bis(1-alkyl-1H-indol-3-yl)benzene derivatives have been synthesized through a Zn(OTf)2 catalyzed reaction between cyclohexanones and indoles. Cyclohexanones act as an aryl source via an alkylation-dehydrogenation-aromatization sequence, and undergo regioselective C-C bond formation with indoles at the 1,3-position. A useful library of these derivatives obtained in moderate to high yields has been prepared and a tentative mechanism has been proposed based upon GCMS analysis and time dependent NMR studies.

DOI 10.1039/d0ob00163e
ISSN 1477-0539
Citation Org Biomol Chem. 2020;18(13):24922500.

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