Issue 5, 1969
From the journal:

Journal of the Chemical Society C: Organic

Reactive intermediates. Part VIII. Thermolysis of N-(vinylaziridinyl)-benzoxazolinones. Some new heterocyclic rearrangements

R. S. Atkinson  and  C. W. Rees  

Abstract

Simple 2-vinylaziridines rearrange on heating to 3-pyrrolines. This new rearrangement is structurally analogous to that of vinylcyclopropanes to cyclopentenes but occurs under much milder conditions, probably by a similar homolytic mechanism via a more stable, allylic-hydrazino-diradical. Thermolysis of a more highly methylated vinylaziridine is complex, however, and depends critically upon the pH of the vessel surface. Various 1,5-sigmatropic shifts are proposed to account for the observed products.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/J39690000778
Article type
Paper

J. Chem. Soc. C, 1969, 778-782

Permissions

Request permissions

Reactive intermediates. Part VIII. Thermolysis of N-(vinylaziridinyl)-benzoxazolinones. Some new heterocyclic rearrangements

R. S. Atkinson and C. W. Rees, J. Chem. Soc. C, 1969, 778 DOI: 10.1039/J39690000778

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements