Palladium-Catalyzed Regioselective B(3,4)-H Acyloxylation of o-Carboranes.

We disclose herein an efficient regioselective B(3,4)-H activation via a ligand strategy, affording B(3)-monoacyloxylated and B(3,4)-diacyloxylated o-carboranes. The identification of amino acid and phosphoric acid ligands is crucial for the success of B(3)-mono- and B(3,4)-diacyloxylation, respectively. This ligand approach is compatible with a broad range of carboxylic acids. The functionalization of complex drug molecules is demonstrated. Other acyloxyl sources, including sodium benzoate, benzoic anhydride, and iodobenzene diacetate, are also tolerated.

Citation

Yatong Fu, Yu Li, Donghong Luo, Yibo Lu, Jiajun Huang, Ziyi Yang, Jian Lu, Yuan-Ye Jiang, Ju-You Lu. Palladium-Catalyzed Regioselective B(3,4)-H Acyloxylation of o-Carboranes. Inorganic chemistry. 2022 Jan 17;61(2):911-922

PMID: 34964616

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