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Recent synthetic methods towards the –OCHF2 moiety
Tetrahedron ( IF 2.1 ) Pub Date : 2021-09-22 , DOI: 10.1016/j.tet.2021.132458
Anaïs Loison 1 , Fabien Toulgoat 2, 3 , Thierry Billard 2, 4 , Gilles Hanquet 1 , Armen Panossian 1 , Frédéric R. Leroux 1
Affiliation  

The fluorine atom and fluorinated substituents are currently key motifs in pharmaceutical and agrochemical active ingredients, since they often beneficially modulate the physico-chemical and biological properties of the latter when installed in place of a hydrogen substituent. Among such fluorinated moieties, –OCHF2 is emerging as an interesting group, which is notably capable of forming a hydrogen bond. These appealing properties have led to a growing need for introduction methods of this group. In this review we summarize all current methods allowing access to the –OCHF2 moiety. We will hence discuss procedures applicable to either aromatic or aliphatic substrates, and based on different disconnections, including difluoromethylation of alcohols, or radical addition onto arenes.



中文翻译:

-OCHF2 部分的最新合成方法

氟原子和氟化取代基目前是药物和农业化学活性成分中的关键基序,因为当它们代替氢取代基安装时,它们通常可以有益地调节后者的物理化学和生物特性。在这些氟化部分中,–OCHF 2正在成为一个有趣的基团,它特别能够形成氢键。这些吸引人的特性导致对这一群体的引入方法的需求不断增长。在这篇综述中,我们总结了所有当前允许访问 –OCHF 2部分的方法。因此,我们将讨论适用于芳香族或脂肪族底物的程序,并基于不同的断开连接,包括醇的二氟甲基化或芳烃上的自由基加成。

更新日期:2021-10-22
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