LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides
Xianghu Zhao, Mingsheng Wu, Yisen Liu, Song Cao*
*Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China, Email: scaoecust.edu.cn
X. Zhao, M. Wu, Y. Liu, S. Cao, Org. Lett., 2018, 20, 5564-5568.
DOI: 10.1021/acs.orglett.8b02228 (free Supporting Information)
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Palladium- or iron-catalyzed cross-coupling reactions of aryl fluorides with bis(pinacolato)diboron (B2pin2) in the presence of LiHMDS provide arylboronic acid pinacol esters. The Pd-catalyzed defluoroborylation of fluoroarenes tolerates various functional groups such as primary and secondary amine, trifluoromethyl, ketone, alkoxy, and boryl.
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