Difunctionalization of Alkenes toward 3,3-Disubstituted and Dihydrobenzoindolines by Using an Imidazolylidene Palladacyclic Catalyst.

J Org Chem

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, 159 Longpan Road, 210037 Nanjing, China.

Published: March 2025

The synthesis of valuable 2a,3-dihydrobenzo[]indolines was successfully achieved by combining IPr-Pd-Oxa-catalyzed cross-coupling and proton-induced hydroarylation in a one-pot method. In situ-generated alkynyl-functionalized 3,3-disubstituted indolines were proved as the key intermediate, bearing a broad scope of substrates with diverse functional groups and electronic properties.

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http://dx.doi.org/10.1021/acs.joc.4c03100DOI Listing

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