Palladium‐Catalyzed Suzuki Coupling and NIS‐Mediated Dehydrogenative Cylcoetherification: A Concise Approach to 6,6‐Disubstituted 6 H ‐benzo[ c ]chromenes and Total Synthesis of Didehydroconicol

Shekhar, Chander and G, Satyanarayana (2022) Palladium‐Catalyzed Suzuki Coupling and NIS‐Mediated Dehydrogenative Cylcoetherification: A Concise Approach to 6,6‐Disubstituted 6 H ‐benzo[ c ]chromenes and Total Synthesis of Didehydroconicol. European Journal of Organic Chemistry, 2022 (18). ISSN 1434-193X

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Abstract

Benzo[c]chromones are valuable tricyclic systems of natural and biological significance. Herein, we report a concise approach of 6,6-disubstituted 6H-benzo[c]chromenes in a two-step sequence starting from ortho-bromo benzylic alcohols and arylboronic acids, using intermolecular palladium-catalyzed C−C and intramolecular N-Iodosuccinimide (NIS) mediated key C−O bonds construction. Besides, the current method explored broad substrate scope under robust conditions. Notably, the practicality of the present approach is further extended for the total synthesis of Didehydroconicol. © 2022 Wiley-VCH GmbH.

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: Benzo[c]chromenes; Cross-Couping Reaction; C−O Bond formation; Didehydroconicol; Radical reaction
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: . LibTrainee 2021
Date Deposited: 27 Jun 2022 10:29
Last Modified: 01 Jul 2022 09:28
URI: http://raiith.iith.ac.in/id/eprint/9411
Publisher URL: http://doi.org/10.1002/ejoc.202101444
OA policy: https://v2.sherpa.ac.uk/id/publication/1692
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