Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2015; 11(10): 1081
DOI: 10.1055/s-0035-1560243
DOI: 10.1055/s-0035-1560243
Metal-Mediated Synthesis
Transnitrilation of Grignard Reagents and Aryllithiums
Reeves JT, * Malapit CA, Buono FG, Sidhu KP, Marsini MA, Sader CA, Fandrick KR, Busacca CA, Senanayake CH. Boehringer Ingelheim Pharmaceuticals, Ridgefield, and the University of Connecticut, Storrs, USA
Transnitrilation from Dimethylmalononitrile to Aryl Grignard and Lithium Reagents: A Practical Method for Aryl Nitrile Synthesis.
J. Am. Chem. Soc. 2015;
137: 9481-9488
Transnitrilation from Dimethylmalononitrile to Aryl Grignard and Lithium Reagents: A Practical Method for Aryl Nitrile Synthesis.
J. Am. Chem. Soc. 2015;
137: 9481-9488
Further Information
Publication History
Publication Date:
18 September 2015 (online)
Significance
The authors report an electrophilic cyanation of various arylmagnesium and -lithium reagents by using dimethylmalononitrile as a reagent. The transition-metal-free method proceeds under mild reaction conditions and affords the desired nitriles in high yields.
#
Comment
The Grignard reagents were either obtained from commercial sources or prepared in situ from the corresponding aryl iodides or bromides. Aryllithium reagents were prepared either by bromine–lithium exchange or by directed ortho lithiation.
#
#