Tetrahedron

Spirocyclopropane formation and rearrangement in the thermal and photochemical decomposition of 1-pyrazolines from 9-diazofluorene and bicyclic [2.2. 1] olefines

N Filipescu, JR DeMember

Index: Filipescu,N.; DeMember,J.R. Tetrahedron, 1968 , vol. 24, p. 5181 - 5191

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Citation Number: 21

Abstract

The 1-pyrazolines formed by the photochemical and/or thermal cycloaddition of 9- diazofluorene to norbornadiene and norbornene were isolated and submitted to thermal and photochemical decomposition. The exo 1-pyrazoline from norbornadiene rearranges thermally to 2-(9-spirofluorenylidene) bicyclo [3.2. 1] octadiene in high yields. Photolysis of the same pyrazoline however leads to the formation of the “normal” spirocyclopropane, ...