Literature DB >> 28332397

Base Catalysis Enables Access to α,α-Difluoroalkylthioethers.

Douglas L Orsi1, Brandon J Easley1, Ashley M Lick1, Ryan A Altman1.   

Abstract

A nucleophilic addition reaction of aryl thiols to readily available β,β-difluorostyrenes provides α,α-difluoroalkylthioethers. The reaction proceeds through an unstable anionic intermediate, prone to eliminate fluoride and generate α-fluorovinylthioethers. However, the use of base catalysis overcomes the facile β-fluoride elimination, generating α,α-difluoroalkylthioethers in excellent yields and selectivities.

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Year:  2017        PMID： 28332397      PMCID： PMC5485667          DOI： 10.1021/acs.orglett.7b00386

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


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