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Iridium-Catalyzed Selective B(4)–H Acylmethylation of <i>o</i>-Carboranes with Sulfoxonium Ylides

Lin‐Bao Zhang, Zuowei Xie

2022Organic Letters33 citationsDOI

Abstract

A highly efficient Ir-catalyzed regioselective cage B(4)–H acylmethylation of o-carboranyl acids using sulfoxonium ylides as alkylating regents has been developed, leading to the preparation of a large class of B(4)-acylmethylated o-carboranes in good to excellent yields with a broad substrate scope under redox neutral conditions. The -COOH moiety serves as the traceless directing group and controls the regioselectivity and monoselectivity.

Topics & Concepts

RegioselectivityChemistryMoietyIridiumCatalysisCombinatorial chemistrySubstrate (aquarium)StereochemistryMedicinal chemistryOrganic chemistryGeologyOceanographyBoron Compounds in ChemistryRadiopharmaceutical Chemistry and ApplicationsOrganoboron and organosilicon chemistry
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