134643-09-7Relevant academic research and scientific papers
Thermal or Lewis acid-promoted electrocyclisation and hetero Diels-Alder cycloaddition of α,β-unsaturated (conjugated) carbodiimides: A facile synthesis of nitrogen-containing heterocycles
Saito, Takao,Ohkubo, Takahiro,Kuboki, Hideki,Maeda, Masayuki,Tsuda, Kensaku,Karakasa, Takayuki,Satsumabayashi, Sadayoshi
, p. 3065 - 3080 (2007/10/03)
α,β-Diarylvinyl- and α-styryl-carbodiimides, prepared by the aza-Wittig reaction of iminophosphoranes with isocyanates, underwent either 6π-electrocyclisation upon heating or a Diels-Alder reaction under thermal or Lewis acid-promoted conditions with appr
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 (2007/10/02)
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.
