Howard, JL;
Schotten, C;
Alston, ST;
Browne, DL;
(2016)
Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H.
Chemical Communications
, 52
(54)
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.
| Type: | Article |
|---|---|
| Title: | Preparation of difluoromethylthioethers through difluoromethylation of disulfides using TMS-CF2H |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1039/c6cc02693a |
| Publisher version: | http://dx.doi.org/10.1039/c6cc02693a |
| Language: | English |
| Additional information: | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
| Keywords: | MEDICINAL CHEMISTRY, CARBONYL-COMPOUNDS, FLUORINE, THIOETHERS, ARYL, TRIMETHYLSILANE, PHARMACEUTICALS, REAGENT, DESIGN, DRUG |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10114352 |
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