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Updated: Mar 27, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Oxyboration with and without a Catalyst: Borylated Isoxazoles via B-O σ-Bond Addition
Kim N Tu1, Joshua J Hirner1, Suzanne A Blum1
1Department of Chemistry, University of California-Irvine , Irvine, California 92697-2025, United States.
Abstract:
Herein we report an oxyboration reaction with activated substrates that employs B-O σ bond additions to C-C π bonds to form borylated isoxazoles, which are potential building blocks for drug discovery. Although this reaction can be effectively catalyzed by gold, it is the first example of uncatalyzed oxyboration of C-C π bonds by B-O σ bonds--and only the second example that is catalyzed. This oxyboration reaction is tolerant of groups incompatible with alternative lithiation/borylation and palladium-catalyzed C-H activation/borylation technologies for the synthesis of borylated isoxazoles.
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