Iridium-Catalyzed Selective B(4)-H Amination of o-Carboranes with Anthranils

Org Lett. 2022 Oct 7;24(39):7077-7081. doi: 10.1021/acs.orglett.2c02590. Epub 2022 Sep 23.

Abstract

We report here a catalytic selective cage B4-H amination of o-carboranes employing an Ir(III) complex as a catalyst and anthranils as aminating agents, leading to a large class of B4-aminated o-carboranes with very high yields and a broad substrate scope under mild conditions without any oxidants. In these reactions, the carboxyl group serves as a traceless directing unit to determine the site selectivity and degree of substitution.