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Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers
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dc.contributor.author | Tomita, Ren | |
dc.contributor.author | Al-Maharik, Nawaf | |
dc.contributor.author | Rodil, Andrea | |
dc.contributor.author | Buhl, Michael | |
dc.contributor.author | O'Hagan, David | |
dc.date.accessioned | 2019-01-10T00:33:38Z | |
dc.date.available | 2019-01-10T00:33:38Z | |
dc.date.issued | 2018-02-21 | |
dc.identifier | 252471431 | |
dc.identifier | 07699940-f791-480b-a7b6-a1e41668dbbb | |
dc.identifier | 000425032000010 | |
dc.identifier | 85042164789 | |
dc.identifier | 000425032000010 | |
dc.identifier.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 | en |
dc.identifier.issn | 1477-0520 | |
dc.identifier.other | ORCID: /0000-0002-1095-7143/work/48131748 | |
dc.identifier.other | ORCID: /0000-0002-0510-5552/work/68281241 | |
dc.identifier.uri | https://hdl.handle.net/10023/16826 | |
dc.description | The authors thank the Marie Curie ITN programme for Funding (AR). | en |
dc.description.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. | |
dc.format.extent | 5 | |
dc.format.extent | 899734 | |
dc.format.extent | 3044839 | |
dc.language.iso | eng | |
dc.relation.ispartof | Organic & Biomolecular Chemistry | en |
dc.subject | QD Chemistry | en |
dc.subject | RM Therapeutics. Pharmacology | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.subject.lcc | RM | en |
dc.title | Synthesis of aryl α,α-difluoroethyl thioethers a novel structure motif in organic chemistry, and extending to aryl α,α-difluoro oxyethers | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | 10.1039/c7ob02987j | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2019-01-10 |
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