Dicarbofunctionalization of unactivated alkenes by palladium-catalyzed domino Heck/intermolecular direct hetero arylation with heteroarenes.

Org Biomol Chem

Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow, 226031, India and Academy of Scientific and Innovative Research (AcSIR), CSIR-Human Resource Development Centre, Sector-19, Kamla Nehru Nagar, Ghaziabad, 201002, India.

Published: March 2021

A palladium-catalyzed domino Heck/intermolecular direct hetero arylation sequence of unactivated alkenes was developed, providing 1,2,3-triazole containing bisheterocycles bearing all-carbon quaternary centers with yields of 25-90%. The protocol was extended to 1,3,4-oxadiazoles as well. The installed triazole was further exploited for late-stage functionalizations, and the mechanistic studies indicate the involvement of C-H activation.

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http://dx.doi.org/10.1039/d1ob00195gDOI Listing

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