Electrophilic cyanation

Cyanation of aromatics.1 Viehe s salt (1) effects electrophilic cyanation of aromatic or heteroaromatic systems. 

A method for the electrophilic cyanation of aryl- and heteroaryl-bromides has been developed using A-cyano-(V-phenyl-p-toluenesulfonamide as the cyanide source. The procedure involves generation of Grignard reagents from the aryl bromides prior to... 

Metalation and Reactivity with Electrophiles. The reaction of 2-(trimethylsilyl)thiazole (1) with carbon electrophiles such as aldehydes, ketones, ketenes, carboxylic acid chlorides, and azaaryl cations has attracted considerable attention. In this series, Nagasaki and coworkers reported the use of trimethylsilyl heteroarenes as the heteroarenyl carbanion donors in the electrophilic cyanation and described, for example, the electrophilic cyanation of 2-TST (1) with p-toluenesulfonyl cyanide in the absence of solvent (eq 25). ... 

Rhodium-Catalyzed Cyanation of Aryl- and Vinylboronic Acids. The rhodium-catalyzed electrophilic cyanation of aryl-boronic acids has been developed to afford various benzonitriles in good yields. Interestingly, among a variety of electrophilic cyanation agents 1 and 9-12 examined in this study, the title... 

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