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A Concise and Atom-Economical Suzuki-Miyaura Coupling Reaction Using Unactivated Trialkyl- and Triarylboranes with Aryl Halides

Hongmei Li*, Yong-Li Zhong*, Cheng-yi Chen, Ashley E. Ferraro and Dengjin Wang

*Process Chemistry, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, United States, Email: hongmei06gmail.com, yongli_zhongmerck.com

H. Li, Y.-L. Zhong, C.-y. Chen, A. E. Ferraro, D. Wang, Org. Lett., 2015, 17, 3616-3619.

DOI: 10.1021/acs.orglett.5b01720 (free Supporting Information)



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Abstract

A concise and atom-economical Suzuki-Miyaura coupling of trialkyl- and triarylboranes with aryl halides is a general and practical method that efficiently utilizes peralkyl and peraryl groups of the unactivated trialkyl- and triarylboranes. The trialkylboranes could be generated in situ from hydroboration of terminal alkenes.

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Key Words

Suzuki coupling, alkylation


ID: J54-Y2015