Synthesis and Properties of CF3(OCF3)CH‐Substituted Arenes and Alkenes†,Chinese Journal of Chemistry

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Synthesis and Properties of CF3(OCF3)CH‐Substituted Arenes and Alkenes†
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-03-14 , DOI: 10.1002/cjoc.202000062
Wen‐Qi Xu ₁ , Xiu‐Hua Xu ₁ , Feng‐Ling Qing _{1,

2}

Affiliation

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.

中文翻译：

CF3（OCF3）CH取代的芳烃和烯烃的合成和性能†

利用TMSCF ₃进行了银介导的易获得的α-三氟甲基醇的氧化三氟甲基化反应，以开发出含有CF ₃（OCF ₃）CH的新型化合物。CF ₃（OCF ₃）CH取代的芳烃的去质子化提供了合成上有用的CF ₃ O取代的宝石-二氟烯烃。此外，对亲脂性（log P）的评估表明，CH（OCF ₃）CF ₃比诸如CF ₃，OCF ₃和SCF ₃的常见氟化基序更具亲脂性，因此得到CH（OCF ₃CF ₃基序在药物发现中具有吸引力。

更新日期：2020-03-14

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