459148-19-7Relevant academic research and scientific papers
Synthetic organic chemistry with 2-ethoxy-2-(phenylselenenyl)perfluoroalk-2-enenitrile: Application to α-cyanoperfluoroacylation of aldehydes
Yoshimatsu, Mitsuhiro,Timura, Yoshie
, p. 5678 - 5682 (2007/10/03)
(Z)- and (E)-2-Ethoxyperfluoro-2-(phenylselenenyl)alk-2-enenitriles 2-4 prepared by our original method underwent transmetalation on treatment with n-BuLi or EtMgBr, and the successive reaction with aldehyde and ketones afforded the corresponding allylic alcohols 10a-f, 9a, and 11a,b in good to high yields. Hydrolysis of the alcohols gave α-cyano-α,β-unsaturated perfluoroalkyl ketones 13a-c, 13e, 12a, and 15a. (α-Cyanoperfluoroalkyl ketones were easily converted to (α,β-unsaturated 3-aryl-2-cyanoallylic alcohols 18-22 having interesting biological activities and chemical reactivities.
