Copper-catalyzed amine-mediated yne-propargylic substitution

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 mi...

Full description

Saved in:
Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2024-07, Vol.11 (14), p.3946-3951
Main Authors: Jiang, Chunyun, Luo, Defu, Meng, Xiangjian, Cui, Qinqin, Zhao, Lili, Liu, Jinggong, Yang, Shuang, Fang, Xinqiang
Format: Article
Language:English
Subjects:
Aliphatic amines
Amines
Copper
Nucleophiles
Pharmacophores
Substitution reactions
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:2052-4110
2052-4110
DOI:10.1039/d4qo00571f