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Rearrangements of substituted 3‐azidoazetidines: Unexpected formation of a substituted oxazole
A.P. Marchand, , S.G. Bott
Published in
1995
Volume: 32
   
Issue: 4
Pages: 1409 - 1411
Abstract
Thermolysis of neat N‐carboethoxy‐3‐azido‐3‐ethylazetidine (3) at 200° under argon produced the corresponding cyclic imine 4 (68% yield). Prolonged refluxing of a mixture of N‐triflylazetidin‐3‐one (7), sodium azide, and titanium tetrachloride in acetonitrile solvent afforded recovered 7 (25% yield) along with a colorless microcrystalline solid, 8, mp 104–105° (20% yield), whose structure was established unequivocally via application of X‐ray crystallographic methods. Copyright © 1995 Journal of Heterocyclic Chemistry
About the journal
JournalJournal of Heterocyclic Chemistry
ISSN0022152X