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Copper-Catalyzed Aminoboration from Hydrazones To Generate Borylated Pyrazoles

Kim N. Tu, Scott Kim, Suzanne A. Blum*

*Department of Chemistry, University of California, Irvine, Irvine, California 92697-2025, United States, Email:

K. N. Tu, S. Kim, S. A. Blum, Org. Lett., 2019, 21, 1283-1286.

DOI: 10.1021/acs.orglett.8b04038

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An aminoboration reaction provides borylated pyrazoles from hydrazones in the presence of ClBCat and Cu(OTf)2 as an effective catalyst via direct addition of B-N σ bonds to C-C π bonds. The reaction produces exclusively one regioisomer and tolerates groups incompatible with alternative lithiation/borylation and iridium-catalyzed C-H activation/borylation methods.

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Key Words


ID: J54-Y2019