Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers
Abstract
A method for the preparation of aryl α,α-difluoroethyl thioethers (ArSCF2CH3) is reported and the synthesis approach is extended to aryl alpha,alpha-difluoroethyl oxygen ethers. Selected building blocks are further elaborated in cross-coupling reactions and are incorporated into analogues of established trifluoromethyl ether drugs. Conformations are explored and log P studies of these motifs indicate that they are significantly more polar than their trifluoromethyl ether analogues rendering them attractive for bioactives discovery.
Citation
Tomita , R , Al-Maharik , N , Rodil , A , Buhl , M & O'Hagan , D 2018 , ' Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers ' , Organic & Biomolecular Chemistry , vol. 16 , no. 7 , pp. 1113-1117 . https://doi.org/10.1039/c7ob02987j
Publication
Organic & Biomolecular Chemistry
Status
Peer reviewed
ISSN
1477-0520Type
Journal article
Description
The authors thank the Marie Curie ITN programme for Funding (AR).Collections
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