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Synthesis 2011(10): 1541-1546  
DOI: 10.1055/s-0030-1259998
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Copper(I) Iodide Catalyzed Cross-Coupling Reaction of Terminal Alkynes with 1-Bromoalkynes: A Simple Synthesis of Unsymmetrical Buta-1,3-diynes

Shihua Wanga, Lin Yua, Pinhua Lia, Lingguo Menga, Lei Wang*a,b
a Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
Fax: +86(561)3090518; e-Mail: leiwang@chnu.edu.cn ;
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Publication History

Received 27 January 2011
Publication Date:
11 April 2011 (online)

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Abstract

A simple synthesis of unsymmetrical buta-1,3-diynes by cross-coupling of terminal alkynes with 1-bromoalkynes in the presence of copper(I) iodide and tris(o-tolyl)phosphine was developed that gives good yields under simple and mild reaction conditions. The scope and limitations of the cross-coupling reaction were investigated.

Key words

alkynes - catalysis - cross-coupling - alkadiynes

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