4.4 Article

Synthesis of julolidines via one-pot cascade three component Povarov reaction in the presence of silica sulfuric acid

Journal

JOURNAL OF HETEROCYCLIC CHEMISTRY
Volume 58, Issue 8, Pages 1594-1600

Publisher

WILEY
DOI: 10.1002/jhet.4283

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Funding

  1. Institute for Advanced Studies in Basic Sciences

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Julolidines were synthesized via a one-pot cascade reaction using silica sulfuric acid as an efficient catalyst under aerobic conditions. The reaction proceeded through imine formation followed by an Aza-Diels-Alder cycloaddition with styrene, providing various julolidine derivatives in good yields under mild and transition metal-free conditions. The catalyst could be recycled and reused multiple times for catalyzing the reaction.
In this report, synthesis of julolidines via one-pot cascade reaction of aniline derivatives with a mixture of styrene and formaldehyde in the presence of silica sulfuric acid as an efficient catalyst has been studied under aerobic condition. By presented method, various julolidines are obtained under mild and transition metal-free conditions. The reaction is proceeded with imine formation and followed by an Aza-Diels-Alder cycloaddition with styrene gave julolidine derivatives. The catalyst can be recycled and reused multiple times to catalyze the reaction.

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