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Updated: Jun 13, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Nickel-Catalyzed Secondary Benzylic C-O Bond Borylation
Pengfei Li1, Chenyan Zhang1, Jiaqi Wang1
1Hangzhou Institute of Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.
Abstract:
A remote steric hindrance ligand (m-Bu)2C6H3PCy2 (L1) was synthesized to promote Ni-catalyzed C-O bond activation. The reaction achieved high yields for secondary benzylic C(sp3)-O borylation in non-π-extended systems under mild conditions. Mechanistic studies indicate that the nickel complex containing 1 equiv of L1 serves as the active catalyst, while increased loading of L1 gives the inactive bisligated Ni species. Acetanilide is crucial for the cross-coupling reaction, which facilitates generation of the monoligated nickel species.
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