DOI: 10.1021/acs.orglett.6c03967 ISSN: 1523-7060

Palladium-Catalyzed Domino [3 + 2] Cyclization and C–P/C–B Bond Construction Employing (2-Bromoaryl)boronates as C2 Synthons

Yiyi Zheng, Yu Meng, Tao Chen, Haoyu Cheng, Yanxiu Chen, Jingwen Xi, Xin-Xing Wu

Abstract

A palladium-catalyzed multicomponent cascade reaction involving o-iodostyrenes, (2-bromoaryl)boronates, and H-phosphonates or bis(pinacolato)diboron has been developed. The reaction features sequential Suzuki–Miyaura coupling, Heck cyclization, and C–P/C–B bond construction, wherein (2-bromoaryl)boronate acts as a dual coupling partner to overcome the inherent regioselectivity limitations of its aryne precursor pathway.

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