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Updated: May 5, 2026
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Photoinduced LMCT-Catalyzed Regioselective C(sp3)-H Functionalization of Boronates via a 1,2-Boryl Migration Pathway
Dong Sheng Li1, Zhuan Du1, Wen-Kai He1
1Jiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, P. R. China.
Abstract:
Radical-initiated 1,2-boryl migration has emerged as an efficient strategy for the synthesis of versatile functionalized organoboron compounds. However, this transformation typically requires the use of prefunctionalized boronates. Herein, we report a mild photoinduced ligand-to-metal charge transfer (LMCT) protocol for the C(sp3)-H alkylation and arylation of unactivated alkyl boronates. This method enables a step-economical route to diverse functionalized boronates with good regioselectivity. Mechanistic studies suggest that the reaction proceeds through a sequential hydrogen atom transfer and 1,2-boryl migration pathway.
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