Issue 1, 1975
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Attempted routes to benzazetes

Brian M. Adger,   Martin Keating,   Charles W. Rees  and  Richard C. Storr  

Abstract

Vapour phase pyrolysis of the N-indazol-2-yl-SS-dimethylsulphoximides (21; R = H or Me) and of 3-methylindazol-2-ylimino(triphenyl)phosphorane (22) gave cis,cis-hepta- and octa-2,4-dien-6-ynenitriles; these could not be induced to isomerise to benzazetes. Pyrolysis of 1,2,3-benzotriazines above 450° resulted in fragmentation of the triazine ring to give benzyne, which dimerised to give biphenylene in good yield. 6-Methylpyrido[3,2-d][1,2,3]triazine however gave 6-methylpyridine-2-carbonitrile rather than the diazabiphenylenes. 1,2,4-Benzotriazines also gave benzyne but only at temperatures above 800° quinazoline, phthalazine, 2,3-diphenylquinoxaline, and 2-methyl-3,1-benzoxazin-4-one were unchanged at this temperature.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19750000041
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 41-45

Permissions

Request permissions

Attempted routes to benzazetes

B. M. Adger, M. Keating, C. W. Rees and R. C. Storr, J. Chem. Soc., Perkin Trans. 1, 1975, 41 DOI: 10.1039/P19750000041

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