Studies on pyridazine azide cyclisation reactions

Organic & Biomolecular Chemistry Pub Date: 2004-05-19 DOI: 10.1039/B316190K

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
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