Bulletin of the Chemical Society of Japan p. 2779 - 2785 (1981)
Update date:2022-08-04
Topics:
Nomura, Yujiro
Takeuchi, Yoshito
Tomoda, Shuji
Ito, Masato M.
Thermolysis of 4,4-dimethyl-1-(1-phenylvinyl)-5-(1-pyrrolidinyl)-4,5-dihydro-1H-1,2,3-triazole gave 2-methyl-N-(1-phenylvinyl)-1-(1-pyrrolidinyl)-1-propanimine, which reacted as a 2-azabutadiene with electrondeficient dienophiles to afford the corresponding <4+2> cycloadducts.Reactivity and regioselectivity of the cycloaddition reactions were rationalized with the frontier molecular orbital treatment.
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