Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers

Ren Tomita, Nawaf Al-Maharik, Andrea Rodil, Michael Buhl, David O'Hagan*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)
6 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)1113-1117
Number of pages5
JournalOrganic & Biomolecular Chemistry
Volume16
Issue number7
Early online date10 Jan 2018
DOIs
Publication statusPublished - 21 Feb 2018

Fingerprint

Dive into the research topics of 'Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers'. Together they form a unique fingerprint.

Cite this