Studies on pyridazine azide cyclisation reactions.
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.
Allan
Robin D
RD
Adrien Albert Laboratory of Medicinal Chemistry, Department of Pharmacology, The University of Sydney, NSW, Australia. r_allan@pharmacol.usyd.edu.au
Greenwood
Jeremy R
JR
Hambley
Trevor W
TW
Hanrahan
Jane R
JR
Hibbs
David E
DE
Itani
Samia
S
Tran
Hue W
HW
Turner
Peter
P