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Cyclopropylallenes I. Pyrolysis of 3-(trans-2-methylcyclopropyl)-1,2-butadiene; evidence for [1,7] hydrogen migration

✍ Scribed by David E. Minter; G.J. Fonken

Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
228 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis

Relatively few cases of [1,7] hydrogen migration in polyene systems are known outside the classic isomerization of precalciferol to calcifero1.l At this time we wish to describe the thermolysis of 3-(trans-2-methylcyclopropyl)-1,2-butadiene 4 and the reactions which take place in the products therefrom. These transformations provide further insight and evidence for the [1,7] hydrogen migration in simple acyclic heptatrienes.

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## Abstract Certain abundant peaks in the electron impact mass spectra of a series of __trans__‐4‐benzoylamino‐2__H__‐1‐benzopyran‐3‐ols involve the formation of a substituted __N__‐alkylated benzonitrile ion by a mechanism involving migration of oxygen, in a postulated four‐centre skeletal rearran