The Journal of Organic Chemistry

Strong participation of selenium substituents in decomposition of pyrazolines formed by 1, 3-dipolar cycloaddition of appropriate vinyl selenides with diazoalkanes

M Hamaguchi, T Nagai

Index: Hamaguchi, Masashi; Nagai, Toshikazu Journal of Organic Chemistry, 1989 , vol. 54, # 16 p. 3957 - 3963

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Citation Number: 10

Abstract

Decomposition of 4-(arylseleno) pyrazolines (3) bearing two electron-withdrawing groups such as COOMe, COMe, and CN at (2-3, which were prepared in situ by reaction of the corresponding aryl vinyl selenides (2) with diazoalkanes, are reported. The pyrazolines decompose below 0" C to give allyl aryl selenide derivatives (4) by migration of 4-arylseleno group to C-5 concerted with extrusion of nitrogen. Facile decomposition of the pyrazolines ...