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
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Publikationsverlauf

Received: 31. März 2014

Accepted after revision: 29. Mai 2014

Publikationsdatum:
08. Juli 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.

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