Stabilized carbon radical-mediated three-component polyfluoroalkylation of amino acid derivatives†

Meizhong Tang , Ye Wang , Shenlin Huang , Lan-Gui Xie
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Abstract

A three-component protocol for polyfluoroalkylation of amino acid derivatives has been developed. Captodatively stabilized carbon radical-mediated radical carbon–carbon bond formation facilitates the assembly of amino acid derivatives, styrenes and readily available polyfluoroalkyl sources. Various perfluoroalkyl and polyfluoroalkyl groups are demonstrated to be applicable for the derivation of amino acid compounds. Benzofuran and indole derivatives can also serve as components to ligate fluoroalkyl groups and amino acid derivatives, providing the possibility for dearomative dialkylation of biorelevant fragments.
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稳定碳自由基介导的氨基酸衍生物的三组分多氟烷基化
开发了氨基酸衍生物多氟烷基化的三组分方案。捕获稳定的碳自由基介导的自由基碳碳键形成有利于氨基酸衍生物、苯乙烯和易得的多氟烷基源的组装。各种全氟烷基和多氟烷基被证明适用于氨基酸化合物的衍生。苯并呋喃和吲哚衍生物也可以作为连接氟烷基和氨基酸衍生物的组分,为生物相关片段的脱芳二烷基化提供了可能。
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