PYRROLE RING-OPENING IN 5-NITROSO-1H-PYRROLOTETRAZOLES AND 5-PHENYLAZO-1H-PYRROLOTETRAZOLES - AN UNEXPECTED VALENCE ISOMERISM

Authors
MODERHACK D DECKER D
Citation
D. Moderhack et D. Decker, PYRROLE RING-OPENING IN 5-NITROSO-1H-PYRROLOTETRAZOLES AND 5-PHENYLAZO-1H-PYRROLOTETRAZOLES - AN UNEXPECTED VALENCE ISOMERISM, Heterocycles, 37(2), 1994, pp. 683-688
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
37
Issue
2
Year of publication
1994
Pages
683 - 688
Database
ISI
SICI code
0385-5414(1994)37:2<683:PRI5A5>2.0.ZU;2-2
Abstract
1,6-Disubstituted 5-nitroso-1H-pyrrolotetrazoles ring open below 20-de grees-C to give the isomeric acrylonitrile oxides. The 5-phenylazo ana logs as well as 5-nitroso derivatives having in addition an acceptor g roup at C-7 are stable at 20-degrees-C, but heating with the dipolarop hile DMAD leads to pyrazoles and isoxazoles.