HFIP-Catalyzed Difluoroalkylation of Propargylic Alcohols to Access Tetrasubstituted Difluoroalkyl Allenes,Organic Letters

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HFIP-Catalyzed Difluoroalkylation of Propargylic Alcohols to Access Tetrasubstituted Difluoroalkyl Allenes
Organic Letters ( IF 4.9 ) Pub Date : 2021-08-27 , DOI: 10.1021/acs.orglett.1c02659
Jinshan Li ₁ , Wenxue Xi ₁ , Saimei Liu ₁ , Chenxi Ruan ₂ , Xiaochun Zheng ₁ , Jianguo Yang ₁ , Lei Wang ₁ , Zhiming Wang ₁

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A hexafluoroisopropanol (HFIP)-catalyzed difluoroalkylation of propargylic alcohols with difluoroenoxysilanes to access structurally diverse tetrasubstituted difluoroalkyl allenes has been developed. This convenient procedure enables the rapid construction of highly functionalized multisubstituted fluorinated allenes in a mild and straightforward way. Furthermore, the synthetic potential of this methodology has been demonstrated by the facile synthesis of various structurally interesting fluorine-containing molecules such as gem-difluorosubstituted dihydropyran, tetrasubstituted CF₂H-allene, and multisubstituted fluorinated cyclopentanone derivatives.

中文翻译：

HFIP 催化的炔丙醇二氟烷基化反应获得四取代的二氟烷基二烯

已开发出六氟异丙醇 (HFIP) 催化的炔丙醇与二氟烯氧基硅烷的二氟烷基化反应，以获得结构多样的四取代二氟烷基丙二烯。这种方便的程序能够以温和而直接的方式快速构建高度官能化的多取代氟化丙二烯。此外，该方法的合成潜力已通过各种结构有趣的含氟分子的轻松合成得到证明，例如勐二氟取代的二氢吡喃、四取代的 CF ₂ H-丙二烯和多取代的氟化环戊酮衍生物。

更新日期：2021-09-17

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