- Acid Decomposition of 5-Amino-1-vinyl-4,5-dihydro-1H-1,2,3-triazoles. A Novel Formation of 1-Amino-2-azabutadienes
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Acid decomposition of 4-alkyl-5-dialkyl-amino-1-vinyl-4,5-dihydro-1H-1,2,3-triazoles gave N1,N1-dialkyl-N2-vinylalkanamidines, which have 2-aza-1,3-butadiene skeleton, in fair yields.
- Ito, Masato M.,Nomura, Yujiro,Takeuchi, Yoshito,Tomoda, Shuji
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- 5-Amino-1-vinyl-4,5-dihydro-1H-1,2,3-triazoles as a Source of 1-Amino-2-aza-1,3-butadiene
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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 cycloadducts.Reactivity and regioselectivity of the cycloaddition reactions were rationalized with the frontier molecular orbital treatment.
- Nomura, Yujiro,Takeuchi, Yoshito,Tomoda, Shuji,Ito, Masato M.
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p. 2779 - 2785
(2007/10/02)
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