Copper(I)-catalysed site-selective C(sp³)-H bond chlorination of ketones, (E)-enones and alkylbenzenes by dichloramine-T.

ABSTRACT: Strategies that enable intermolecular site-selective C-H bond functionalisation of organic molecules provide one of the cornerstones of modern chemical synthesis. In chloroalkane synthesis, such methods for intermolecular site-selective aliphatic C-H bond chlorination have, however, remained conspicuously rare. Here, we present a copper(I)-catalysed synthetic method for the efficient site-selective C(sp³)-H bond chlorination of ketones, (E)-enones and alkylbenzenes by dichloramine-T at room temperature. A key feature of the broad substrate scope is tolerance to unsaturation, which would normally pose an immense challenge in chemoselective aliphatic C-H bond functionalisation. By unlocking dichloramine-T's potential as a chlorine radical atom source, the product site-selectivitie

SUBMITTER: Jin J 

PROVIDER: S-EPMC8249392 | biostudies-literature | 2021 Jul

REPOSITORIES: biostudies-literature