A new strategy for access to spirocyclopentenonyl oxindole frameworks is disclosed. Suitably anchored furfuryl alcohol at C3 of an oxindole was used for the aza-Piancatelli rearrangement, which furnished spirocyclic aminocyclopentenone frameworks with catalytic phosphomolybdic acid. The scope of the transformation was extended to the carbo-Piancatelli rearrangement with various indole derivatives.
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Access to densely functionalized spirocyclopentenonyl oxindole frameworks aza- and carbo-Piancatelli rearrangement.
Org Biomol Chem
July 2022
Department of Biological and Synthetic Chemistry, Centre of Biomedical Research, SGPGIMS Campus, Lucknow 226014, India.
A new strategy for access to spirocyclopentenonyl oxindole frameworks is disclosed. Suitably anchored furfuryl alcohol at C3 of an oxindole was used for the aza-Piancatelli rearrangement, which furnished spirocyclic aminocyclopentenone frameworks with catalytic phosphomolybdic acid. The scope of the transformation was extended to the carbo-Piancatelli rearrangement with various indole derivatives.
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