Please use this identifier to cite or link to this item: http://hdl.handle.net/123456789/4452
Title: Pd-Catalyzed Formal [3+3] Annulation of Benzylic gem-Diacetates: Synthesis of Various (Hetero)Arene-Fused Benzo[ f]chromenes
Authors: Kumar, Prashant
Kumar, Pravesh
Venkataramani, Sugumar
Ramasastry, S. S. V.
Keywords: Photochromic Properties
Allylic gem-Diacetates
Natural Products
Issue Date: 2022
Publisher: ACS Publications
Citation: ACS Catalysis, 12(2), 963-970
Abstract: Palladium-catalyzed allylic alkylation reactions of allylic gem-diacetates are rarely explored. This work unveils an unusual chemical reactivity pattern of allylic gem-diacetates and establishes them as new prototypes to synthesize complex benzo[f]chromene systems. Under the reaction conditions, the diacetates behave as 1,3-dicationic equivalents and undergo a [3 + 3] heteroannulation with 2-naphthols (and meta-substituted phenols) to produce novel polycyclic chromenes possessing spiro-, tri-, and tetrasubstituted carbon centers. The versatility of the method is demonstrated in the synthesis of several chromene-based bioactive natural products. Further, interesting photochromic properties of the new classes of benzo[f]chromenes are also discovered.
Description: Only IISERM authors are available in the record.
URI: https://doi.org/10.1021/acscatal.1c05450
http://hdl.handle.net/123456789/4452
Appears in Collections:Research Articles

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