Copper-catalyzed amine-mediated yne-propargylic substitution

被引：2

作者：

Jiang, Chunyun ^{[1
]}

Luo, Defu ^{[1
]}

Meng, Xiangjian ^{[5
]}

Cui, Qinqin ^{[4
]}

Zhao, Lili ^{[2
]}

Liu, Jinggong ^{[3
]}

Yang, Shuang ^{[2
]}

Fang, Xinqiang ^{[1
,2
]}

机构：

[1] Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China

[2] Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, Ctr Excellence Mol Synth, State Key Lab Struct Chem, Fuzhou 350100, Peoples R China

[3] Guangzhou Univ Chinese Med, Guangdong Prov Hosp Tradit Chinese Med, Affiliated Hosp 2, Orthoped Dept, Guangzhou 510120, Peoples R China

[4] Shihezi Univ, Sch Chem & Chem Engn, Shihezi 832000, Peoples R China

[5] Fujian Normal Univ, Fuzhou 350108, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 14期

基金：

中国国家自然科学基金;

关键词：

CYCLIZATION; TERTIARY; CYCLOPENTENONES; DIKETONES;

D O I：

10.1039/d4qo00571f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed yne-propargylic substitution using amines as nucleophiles has been achieved for the first time, affording a variety of amines having diyne moieties, which are important pharmacophores in many bioactive molecules. This protocol features remote activation of the leaving group and mild conditions and tolerates both aromatic and aliphatic amines. Moreover, the reaction can be readily scaled up, and the diyne unit in the product can be used for further diverse transformations. A copper-catalyzed yne-propargylic substitution using amines as nucleophiles has been achieved for the first time, affording a variety of amines having diyne moieties, which are important pharmacophores in many bioactive molecules.

引用

页码：3946 / 3951

页数：6

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