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Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H

Howard, Joseph L., Schotten, Christiane, Alston, Stephen T. and Browne, Duncan L. 2016. Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H. Chemical Communications 52 , pp. 8448-8451. 10.1039/C6CC02693A

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Abstract

We report an operationally simple, metal-free approach for the late-stage introduction of the important lipophilic hydrogen-bond donor motif, SCF2H. This reaction converts diaryl- and dialkyl-disulfides into the corresponding aryl/alkyl–SCF2H through the nucleophilic transfer of a difluoromethyl group with good functional group tolerance. This method is notable for its use of commercially available TMSCF2H, and does not rely on the need for handling of sensitive metal complexes.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: RSC Publishing
ISSN: 1359-7345
Date of First Compliant Deposit: 21 June 2016
Date of Acceptance: 7 June 2016
Last Modified: 06 Jan 2021 02:37
URI: https://orca.cardiff.ac.uk/id/eprint/92036

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