Nov, 2013
Copper-Catalyzed C-H Cyanation of Terminal Alkynes with Cyanogen Iodide
ORGANIC LETTERS
- ,
- ,
- ,
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- Volume
- 15
- Number
- 22
- First page
- 5810
- Last page
- 5813
- Language
- English
- Publishing type
- Research paper (scientific journal)
- DOI
- 10.1021/ol402863g
- Publisher
- AMER CHEMICAL SOC
A copper-catalyzed reaction of terminal alkynes with cyanogen iodide (ICN) that produces alkynyl cyanides has been developed. The use of tetramethylpiperidine as a sterically congested base was successful in this reaction. Some control experiments revealed that the reaction involves the noncatalyzed formation of alkynyl iodides followed by copper-catalyzed cyanation of the iodides without the formation of copper(I) acetylide. This observation contrasts with what is normally observed in various copper-mediated reactions using terminal alkynes.
- Link information
- ID information
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- DOI : 10.1021/ol402863g
- ISSN : 1523-7060
- eISSN : 1523-7052
- Web of Science ID : WOS:000327175500050