Silyl Radical-Mediated Carbocyclization of Acrylamide-/Vinyl Sulfonamide-Attached Alkylidenecyclopropanes via Photoredox Catalysis with a Catalytic Amount of Silane Reagent,ACS Catalysis

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Silyl Radical-Mediated Carbocyclization of Acrylamide-/Vinyl Sulfonamide-Attached Alkylidenecyclopropanes via Photoredox Catalysis with a Catalytic Amount of Silane Reagent
ACS Catalysis ( IF 11.3 ) Pub Date : 2021-03-25 , DOI: 10.1021/acscatal.1c00240
Xiao-Yu Zhang ₁ , Xiao-Yun Wu ₁ , Bo Zhang ₁ , Yin Wei ₂ , Min Shi _{1,

2}

Affiliation

A silyl radical-mediated carbocyclization of acrylamide-/vinyl sulfonamide-attached alkylidenecyclopropanes via photoredox catalysis with a catalytic amount of silane reagent is reported in this paper. With this protocol, a highly efficient synthesis for the construction of lactam- and sultam-containing polycyclic derivatives in 63–95% yields was achieved with a broad substrate scope. A reasonable reaction mechanism was proposed based on control experiments, where the catalytic amount of tris(trimethylsilyl)silane was used as the radical-based reagent.

中文翻译：

丙烯酰胺的甲硅烷基自由基介导的Carbocyclization /乙烯基磺酰胺的附Alkylidenecyclopropanes经由Photoredox催化与硅烷化试剂和催化量

甲硅烷基丙烯酰胺/乙烯基磺酰胺的附alkylidenecyclopropanes的自由基介导的carbocyclization通过用硅烷试剂催化量photoredox催化报道本文。通过该方案，可以在宽范围的底物范围内以63-95％的产率高效合成含内酰胺和磺胺的多环衍生物。根据控制实验，提出了合理的反应机理，其中催化量的三（三甲基甲硅烷基）硅烷用作自由基基试剂。

更新日期：2021-04-16

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