Here we describe a metal free and oxidant free catalytic method of accessing structurally diverse thioesters from widespread aldehydes. A strategy of a simple organic 9,10-phenanthrenequinone promoted hydrogen atom transfer (HAT) with visible light is successfully implemented to selectively generate acyl radicals without inducing crossover reactivity of the activation of thioester products. The preparative power of the method is demonstrated by broad substrate scope and wide functional group tolerance, and enables the late-stage modification of complex structures, which are difficult to achieve with the existing protocols.

Organocatalytic thioesterification of aldehydes with visible light

2019 Fall National Meeting

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