Sulfamides Direct Radical-Mediated Chlorination of Aliphatic C–H Bonds

Melanie Short; Mina Shehata; Matthew Sanders; Jennifer Roizen

doi:10.26434/chemrxiv.8120654.v1

Organic Chemistry

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Sulfamides Direct Radical-Mediated Chlorination of Aliphatic C–H Bonds

15 May 2019, Version 1

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Abstract

Sulfamides guide intermolecular chlorine transfer to gamma-C(sp³) centers. This unusual position-selectivity arises because accessed sulfamidyl radical intermediates engage in otherwise rare 1,6-hydrogen-atom transfer processes. The disclosed chlorine-transfer reaction relies on a light-initiated radical chain-propagation mechanism to oxidize C(sp³)-H bonds.

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2019-05-13 - Sulfamide chlorine-transfer SI COMBINED

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