An unprecedented Sc(OTf)₃-catalyzed C2-selective cyanation/defluorination cascade of perfluoroalkylated 3-indolylmethanols with TMSCN is described, which provides a novel and practical strategy for the synthesis of structurally diverse 3-(2-cyano)-indolyl substituted gem-difluoroalkenes and β-fluoro-β-perfluoroalkylalkenes. The reaction features excellent regio- and stereoselectivity and broad substrate scope. Notably, the obtained gem-difluoroalkenes and β-fluoro-β-perfluoroalkylalkenes could be easily transformed into 3-fluoro(perfluoroalkyl)-β-carbolines with excellent efficiency simply by treating them with Grignard reagents or DIBAL-H under mild reaction conditions.

中文翻译：

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Sc(OTf)3-催化全氟烷基化 3-吲哚甲醇的 C2-选择性氰化/脱氟级联及其在 3-氟（全氟烷基）-β-咔啉的合成中的应用

描述了一种前所未有的 Sc(OTf) ₃催化 C2 选择性氰化/脱氟级联的全氟烷基化 3-吲哚甲醇与 TMSCN，这为合成结构多样的 3-(2-氰基)-吲哚基取代的宝石提供了一种新颖实用的策略-二氟烯烃和β-氟-β-全氟烷基烯烃。该反应具有优异的区域和立体选择性和广泛的底物范围。值得注意的是，得到的钆-二氟烯烃和β-氟-β-全氟烷基烯烃可以很容易地转化为3-氟（全氟烷基）-β-咔啉，只需在温和的反应条件下用格氏试剂或DIBAL-H处理即可。