Recyclable g-C3N4 catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones under visible-light irradiation†

Chengjie Guo , Guozhi Zhao , Yabiao Feng , Dong Chen , Teck-Peng Loh , Dongping Wang , Zhenhua Jia
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Abstract

Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol for visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N-aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), and it demonstrated broad substrate compatibility, including primary, secondary, and tertiary N-aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that visible light is essential to achieve the desired transformation efficiently.

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可见光辐照下可回收 g-C3N4 催化 N-芳基甘氨酸与乙烯基砜的脱羧烯化反应
烯丙胺是一种用途广泛的化合物,在药物和有机合成中具有重要的应用。在此,我们提出了一种直接的方案,即可见光驱动g- c3n4催化N -芳基甘氨酸与乙烯基砜脱羧烷基化,以中等至优异的产率(高达91%)获得烯丙胺,该方案证明了广泛的底物兼容性,包括初级,二级,叔氨基甘氨酸和各种乙烯基砜。值得注意的是,g-C3N4催化剂可循环使用多达5次,而没有明显的催化性能损失。初步的机理研究表明,可见光是实现有效转换的必要条件。
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