Studies on pyridazine azide cyclisation reactions |
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| Authors: | Allan Robin D Greenwood Jeremy R Hambley Trevor W Hanrahan Jane R Hibbs David E Itani Samia Tran Hue W Turner Peter |
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| Institution: | Adrien Albert Laboratory of Medicinal Chemistry, Department of Pharmacology, The University of Sydney, NSW, Australia. r_allan@pharmacol.usyd.edu.au |
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| 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-methyl1,5-b]tetrazolopyridazine confirming theoretical predictions. |
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