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Synthesis and Properties of CF3(OCF3)CH‐Substituted Arenes and Alkenes†
Authors:Wen‐Qi Xu  Xiu‐Hua Xu  Feng‐Ling Qing
Abstract:A silver‐mediated oxidative trifluoromethylation of easily accessible α‐trifluoromethyl alcohols with TMSCF3 was developed to access novel CF3(OCF3)CH‐containing compounds. Deprotonation of CF3(OCF3)CH‐substituted arenes afforded synthetically useful CF3O‐substituted gem‐difluoroalkenes. Furthermore, evaluation of the lipophilicities (log P) indicated that CH(OCF3)CF3 is more lipophilic than the common fluorinated motifs such as CF3, OCF3, and SCF3, thus rendering the CH(OCF3)CF3 motif appealing in drug discovery.
Keywords:Oxidative trifluoromethylation  Fluoroalkyl alcohol  CF3‐derived motif  Arene  Alkene  Lipophilicity
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