134643-27-9Relevant 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
Lewis Acid-Induced Diels-Alder Reaction of Conjugated Carbodiimides
Saito, Takao,Ohkubo, Takahiro,Maruyama, Katsuhiro,Kuboki, Hideki,Motoki, Shinichi
, p. 1127 - 1130 (2007/10/02)
In the presence of a Lewis acid conjugated carbodiimides smoothly react as 2-azadienes with various dienophiles such as acetylenic compound, enamine, vinyl ether, and aldehyde under mild reaction conditions to give good yields of nitrogen heterocycles as cycloadducts.
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.
