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Facile synthesis of 4-perfluoroalkylated 2H-pyran-2-ones bearing indole skeleton via a base-promoted cascade process
Synlett ( IF 1.7 ) Pub Date : 2021-06-09 , DOI: 10.1055/a-1525-3647
Wei Zhou 1 , Qi Huang 2 , Lichun Shen 3 , Jing Han 4 , Jie Chen 4 , Weimin He 4 , Hongmei Deng 5 , Min Shao 6 , Hui Zhang 5 , Weiguo Cao 4
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A protocol for the synthesis of 4-perfluoroalkylated 2H-pyran-2-ones bearing indole skeleton is reported. This efficient synthesis involves a Et3N-promoted Michael addition/enolization/cyclization cascade process at 40 oC in air, using 3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitriles and methyl perfluoroalk-2-ynoates as the easily available starting materials. Various functionalized 6-(1-methyl-1H-indol-3-yl)-2-oxo-4-(perfluoroalkyl)-2H-pyran-5-carbonitrile derivatives were obtained in 44-99% yield.

中文翻译:

通过碱促级联过程轻松合成带有吲哚骨架的 4-全氟烷基化 2H-吡喃-2-酮

报告了一种合成 4-全氟烷基化 2H-吡喃-2-ones 的吲哚骨架的协议。这种有效的合成涉及 Et3N 促进的迈克尔加成/烯醇化/环化级联过程,在空气中 40 oC,使用 3-(1-methyl-1H-indol-3-yl)-3-oxopropanenitriles 和methyl perfluoroalk-2-ynoates 作为容易获得的起始材料。以44-99%的产率获得了各种官能化的6-(1-甲基-1H-吲哚-3-基)-2-氧代-4-(全氟烷基)-2H-吡喃-5-甲腈衍生物。
更新日期:2021-06-25
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