Synthetic approaches toward the bi (2H-azirine) system

A Padwa, TJ Blacklock, PHJ Carlsen…

Index: Padwa,A. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 3281 - 3287

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Citation Number: 27

Abstract

13 14 the reaction of 1, 4-diphenyl-1, 3-butadiene with excess iodine azide followed by base elimination and thermolysis failed. Instead, reaction of diphenylbutadiene with iodine azide gave the stable diazide 13, which was converted by HN3 elimination and pyrolysis to styrylazirine 14.= The diazide 13 apparently results from allylic displacement by azide ion on the initially formed iodine azide adductsm In order to circumvent this problem, we decided ...