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铱和铜(I)双金属顺序催化实现叔酰胺的化学选择性还原炔基化反应。

Chemoselective reductive alkynylation of tertiary amides by Ir and Cu(i) bis-metal sequential catalysis.

作者信息

Huang Pei-Qiang, Ou Wei, Han Feng

机构信息

Department of Chemistry and The Key Laboratory for Chemical Biology of Fujian Province, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. China.

出版信息

Chem Commun (Camb). 2016 Sep 29;52(80):11967-11970. doi: 10.1039/c6cc05318a.

Abstract

We report herein a convenient and versatile method for the direct reductive alkynylation of tertiary amides to give propargylic amines through sequential Ir-catalysed hydrosilylation-Cu(i)-catalysed alkynylation. The reactions proceed chemoselectively at the amide group in the presence of several sensitive functional groups including the very reactive aldehyde group on either the amide or the alkyne coupling partner. The method is general for tert-amides with or without α-hydrogen.

摘要

我们在此报告一种便捷且通用的方法,通过依次进行铱催化的硅氢化反应 - 铜(I)催化的炔基化反应,将叔酰胺直接还原炔基化以生成炔丙基胺。在存在多个敏感官能团(包括酰胺或炔基偶联配偶体上非常活泼的醛基)的情况下,反应在酰胺基团处具有化学选择性。该方法对于有或没有α - 氢的叔酰胺均适用。

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