1, 3-vs-1, 5-dipolar reactivity of 1-phenylmethyl-4N-acetylimino-1H-1, 2, 4-triazolium betain toward aromatic isothiocyanates

P Zálupský, A Martvoň

Index: Zalupsky, Peter; Martvon, Augustin Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 7 p. 1713 - 1721

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Citation Number: 6

Abstract

Abstract The title betain was found to display both 1, 3 and 1, 5-dipolar reactivity, depending on reaction conditions. Whereas the reaction with aromatic isothiocyanates in nonpolar solvents produced cycloadducts in concerted manner stewise addition in dimethylformamide led to a single product, presumably with sevenmembered ring. An open-chain intermediate could be isolated and characterized.