65975-50-0Relevant academic research and scientific papers
Benzylic Cyanation via Oxidation and Simultaneous Nucleophilic Substitution
Lemaire, Marc,Doussot, Joel,Guy, Alain
, p. 1581 - 1584 (1988)
Use of dichlorodicyano benzoquinone and trimethylsilyl cyanide in suitable solvent permits the direct and ready transformation of benzylic C-H bonds to C-CN bonds with high yield and selectivity via oxidation and simultaneous nucleophilic substitution.
Broonsted acid-promoted hydrocyanation of arylalkenes
Yanagisawa, Arata,Nezu, Tetsuya,Mohri, Shin-Ichiro
supporting information; experimental part, p. 5286 - 5289 (2009/12/29)
Nonactivated arylalkenes are effectively converted to tertiary benzylic nitriles in the presence of triflic acid and trimethylsilyl cyanide. The hydrocyanation reactions result in good to excellent yield when electron-donating groups are substituted on the benzene ring. The reaction conditions are mild and relatively safe, notably without need for handling hazardous hydrogen cyanide gas, providing simple and easy access to tertiary benzylic nitriles. The reaction was applied to the preparation of a PDE4 inhibitor (3) as well as a series of analogues.
