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Palladium-Catalyzed Chemoselective Negishi Cross-Coupling of Bis[(pinacolato)boryl]methylzinc Halides with Aryl (Pseudo)Halides

Hyojae Lee, Yeosan Lee, Seung Hwan Cho*

*Department of Chemistry, Pohang University of Science and Technology (POSTECH), Pohang, 37673, Republic of Korea, Email: seunghwanpostech.ac.kr

H. Lee, Y. Lee, S. H. Cho, Org. Lett., 2019, 21, 5912-5916.

DOI: 10.1021/acs.orglett.9b02050


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Abstract

A palladium-catalyzed chemoselective Negishi cross-coupling of a bis[(pinacolato)boryl]methylzinc halide with aryl (pseudo)halides provides an array of benzylic 1,1-diboronate esters, which can serve as useful synthetic handles for further transformations. The developed coupling reaction is compatible with various functional groups and can be easily scaled up.

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Key Words

Negishi Coupling, Benzylboronates


ID: J54-Y2019