FLASH VACUUM THERMOLYSIS OF 4 MEMBERED RINGS CONTAINING NITROGEN ATOM.2. SYNTHESES AND THERMAL-DECOMPOSITION OF 3-AZIDOAZETIDINES

Authors
BARTNIK R LESNIAK S MLOSTON G ROMANSKI J
Citation
R. Bartnik et al., FLASH VACUUM THERMOLYSIS OF 4 MEMBERED RINGS CONTAINING NITROGEN ATOM.2. SYNTHESES AND THERMAL-DECOMPOSITION OF 3-AZIDOAZETIDINES, Polish Journal of Chemistry, 68(7), 1994, pp. 1347-1352
Citations number
8
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
68
Issue
7
Year of publication
1994
Pages
1347 - 1352
Database
ISI
SICI code
0137-5083(1994)68:7<1347:FVTO4M>2.0.ZU;2-X
Abstract
The addition of azido- or chloroformates to 3-phenylazabicyclobutanes leading to derivatives of 1-carboalkoxy-3-azido(or chloro)azetidine ha s been studied. 3-Azido-3-phenylazetidines obtained as products of thi s reaction have been pyrolysed in the gas phase. It has been found, th at the nitrenes generated at 350-degrees-C undergo an intramolecular i nsertion to give the products of heterocyclic ring expansion. In the c ase of azetidine containing two methyl groups on the C(2) - atom, a co mpetitive insertion into C(3) - C6H5 bond has also been observed.