Efficient iron(III)-catalyzed three-component coupling reaction of alkynes, CH2Cl2 and amines to propargylamines

Jian Gao; Qing-Wen Song; Liang-Nian He; Zhen-Zhen Yang; Xiao-Yong Dou

doi:10.1039/C2CC17616E

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Efficient iron(iii)-catalyzed three-component coupling reaction of alkynes, CH₂Cl₂ and amines to propargylamines†

Jian Gao,^a Qing-Wen Song,^a Liang-Nian He,*^a Zhen-Zhen Yang^a and Xiao-Yong Dou^a

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* Corresponding authors

^a State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China
E-mail: heln@nankai.edu.cn
Fax: +86 22 2350 1493
Tel: +86 22 2350 1493

Abstract

An iron(III)-catalyzed three-component coupling reaction of alkynes, CH₂Cl₂ and amines was developed for facile synthesis of propargylamines. Preliminary mechanism investigation using in situFT-IR reveals that the crucial Fe-acetylide intermediate could be formed through C–H bond activation of alkynes thanks to cooperative effect of FeCl₃ and 1,1,3,3-tetramethylguanidine.

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Article information

DOI: https://doi.org/10.1039/C2CC17616E
Article type: Communication
Submitted: 06 Dec 2011
Accepted: 14 Dec 2011
First published: 20 Dec 2011

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Chem. Commun., 2012,48, 2024-2026

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Efficient iron(III)-catalyzed three-component coupling reaction of alkynes, CH₂Cl₂ and amines to propargylamines

J. Gao, Q. Song, L. He, Z. Yang and X. Dou, Chem. Commun., 2012, 48, 2024 DOI: 10.1039/C2CC17616E

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