Radical-based transformations, such as dehalogenation and Barton-McCombie deoxygenation, are important in natural and unnatural product synthesis. These reactions are typically mediated by tributyl tin hydride as the radical chain carrier, which is both toxic and difficult to remove from the products. While other heteroatom-based mediators have been proposed, they have significant cost and / or efficiency disadvantages. The discovery of simpler organic chain carriers is desirable but to date has been elusive due to the difficulty in activating carbon-halogen bonds. Herein we show that ATRP-based chemistry can overcome these problems and may even have more general applicability in (cross)coupling chemistry.

ATRP-inspired carbon-halogen activation in organic synthesis

2019 Spring National Meeting

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