Unexpected stereoselective CuBr2-catalyzed cascade reaction of 2-ethynylanilines with silylynamides: facile and atom-economical access to N-vinylsilylindoles,Green Chemistry

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Unexpected stereoselective CuBr2-catalyzed cascade reaction of 2-ethynylanilines with silylynamides: facile and atom-economical access to N-vinylsilylindoles
Green Chemistry ( IF 9.3 ) Pub Date : 2023-12-04 , DOI: 10.1039/d3gc04244h
Zengzeng Li ₁ , Fei Lu ₁ , Qingchun Xu ₁ , Gang Liu ₁ , Ximei Zhao ₁ , Guanghui Wang ₁

Affiliation

A stereoselective copper-catalyzed cascade reaction of 2-ethynylanilines with silylynamides has been developed. In this protocol, inexpensive CuBr₂ is utilized as the catalyst. This simple, ligand-free, and cost-effective catalytic system furnishes valuable N-vinylsilylindoles in good to excellent yields, with perfect stereoselectivity in open air. Its potential synthetic applicability is illustrated by a large-scale experiment and down-stream synthetic transformation of the products.

中文翻译：

意想不到的立体选择性 CuBr2 催化的 2-乙炔基苯胺与甲硅烷基酰胺的级联反应：轻松且原子经济地获得 N-乙烯基甲硅烷基吲哚

开发了 2-乙炔基苯胺与甲硅烷基酰胺的立体选择性铜催化级联反应。在此协议中，使用廉价的 CuBr ₂作为催化剂。这种简单、无配体且经济高效的催化系统可以以良好至优异的产率提供有价值的N-乙烯基甲硅烷基吲哚，并在露天条件下具有完美的立体选择性。通过大规模实验和产物的下游合成转化说明了其潜在的合成应用性。

更新日期：2023-12-07

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