Synthesis 2015; 47(01): 49-54
DOI: 10.1055/s-0034-1379111
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Isonitriles from N-Substituted Formamides Using Triphenylphosphine and Iodine

Xia Wang
Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, P. R. of China   Fax: +86(23)68254000   eMail: qlluo@swu.edu.cn
,
Qing-Gang Wang
Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, P. R. of China   Fax: +86(23)68254000   eMail: qlluo@swu.edu.cn
,
Qun-Li Luo*
Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, P. R. of China   Fax: +86(23)68254000   eMail: qlluo@swu.edu.cn
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Publikationsverlauf

Received: 18. Juli 2014

Accepted after revision: 18. August 2014

Publikationsdatum:
17. September 2014 (online)


Abstract

Treatment of N-substituted formamides with the reagent combination of triphenylphosphine and molecular iodine, in the presence of a tertiary amine, quickly produces the corresponding isocyanides in high yields under ambient conditions. The process employs readily available and low-cost reagents, a convenient synthetic procedure, and mild reaction conditions for the synthesis of various alkyl and aryl isocyanides.

Supporting Information

 
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