Synthesis 2014; 46(19): 2617-2621
DOI: 10.1055/s-0034-1378358
paper
© Georg Thieme Verlag Stuttgart · New York

A Highly Active CuI/TMEDA Catalytic System for the Coupling Reaction of Acid Chlorides with Terminal Alkynes under Solvent-Free Conditions

Weiyan Yin*
a   National Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, P. R. of China
,
Haifeng He
b   Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, Hubei, P. R. of China   Fax: +86(279)591091911   Email: hpywy2006@163.com   Email: he1208@mail.ccnu.edu.cn
,
Yani Zhang
a   National Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, P. R. of China
,
Di Luo
a   National Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064, P. R. of China
,
Hongwu He*
b   Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan, Hubei, P. R. of China   Fax: +86(279)591091911   Email: hpywy2006@163.com   Email: he1208@mail.ccnu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 31 March 2014

Accepted after revision: 29 May 2014

Publication Date:
08 July 2014 (online)


Abstract

A highly efficient copper(I) iodide/N,N,N′,N′-tetramethylethylenediamine (CuI/TMEDA) catalytic system for the synthesis of ynones has been developed. A variety of terminal alkynes, including 4-iodophenylacetylene, were smoothly coupled with acid chlorides in the presence 2 mol% CuI and 5 mol% TMEDA to afford the corresponding ynones in good to excellent yields in a short time. It is noteworthy that the reaction is conducted under solvent-free conditions at room temperature.

Supporting Information

 
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