PHOTOINDUCED RING TRANSFORMATION OF PYRIDO-[1,2-B]PYRIDAZINIUM-4-OLATE

Authors
BATORI S DOPP D MESSMER A
Citation
S. Batori et al., PHOTOINDUCED RING TRANSFORMATION OF PYRIDO-[1,2-B]PYRIDAZINIUM-4-OLATE, Tetrahedron, 50(16), 1994, pp. 4699-4708
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
16
Year of publication
1994
Pages
4699 - 4708
Database
ISI
SICI code
0040-4020(1994)50:16<4699:PRTOP>2.0.ZU;2-C
Abstract
The photolytic behaviour of the zwitterionic pyrido1,2-bpyridazinium -4-olate (1) was studied. A marked difference was observed depending o n the wavelength used; irradiation with a light of lambda>280 nm resul ted in 3-phenyl-5-(2-pyridyl)isoxazole (2) and 2-phenyl-3-(2-pyridylca rbonyl)azirine (3) as main products, while the use of light of lambda< 280 afforded 2-phenyl-5-(2-pyridyl)-oxazole (5) and 1-amino-1-phenyl-3 -(2-pyridyl)prop-1-en-3-one (6) as main products. A mechanistic sugges tion is provided.