134643-25-7Relevant articles and documents
On the Reaction of (Vinylimino)phosphoranes. Part 17. Preparation of N-Vinylcarbodiimides and Their Cycloaddition with Several Dienophiles to Give Pyridine Ring System
Nitta, Makoto,Soeda, Hironobu,Koyama, Shinya,Iino, Yukio
, p. 1325 - 1331 (1991)
The aza-Wittig reaction of (vinylimino)triphenylphosphorane and its several derivatives was examined to give N-phenyl-N'-vinylcarbodiimide and its derivatives, all of which underwent a cycloaddition reaction with electron-rich dienophiles (enamines) and/or electron-deficient dienophiles (activated acetylenes), resulting in the formation of a pyridine ring system.The regioselectivity of the cycloaddition reaction could be rationalized on the basis of a frontier orbital consideration.