Issue 12, 2004

Studies on pyridazine azide cyclisation reactions

Abstract

Reaction of sodium azide with 4-methyl-3,5,6-tribromopyridazine results in the formation of 3,5,6-triazide intermediate which could cyclise to give two possible bicyclic products while ab initio calculations show that the formation of a tricyclic compound is extremely energetically unfavourable. However, experimentally, only one major product is isolated. The structure of this unstable product has been conclusively established by X-ray crystallography as 3,5-diazido-4-methyl[1,5-b]tetrazolopyridazine confirming theoretical predictions.

Graphical abstract: Studies on pyridazine azide cyclisation reactions

Supplementary files

Article information

Article type
Paper
Submitted
12 Dec 2003
Accepted
05 Apr 2004
First published
19 May 2004

Org. Biomol. Chem., 2004,2, 1782-1788

Studies on pyridazine azide cyclisation reactions

R. D. Allan, J. R. Greenwood, T. W. Hambley, J. R. Hanrahan, D. E. Hibbs, S. Itani, H. W. Tran and P. Turner, Org. Biomol. Chem., 2004, 2, 1782 DOI: 10.1039/B316190K

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