SYNTHESIS AND PROPERTIES OF A 5,6-DIHYDRO-1,3-AZAPHOSPHOLO[5,1-B]OXAZOLE

Authors
BANSAL RK JAIN CB GUPTA N KABRA V KARAGHIOSOFF K SCHMIDPETER A
Citation
Rk. Bansal et al., SYNTHESIS AND PROPERTIES OF A 5,6-DIHYDRO-1,3-AZAPHOSPHOLO[5,1-B]OXAZOLE, Phosphorus, sulfur and silicon and the related elements, 86(1-4), 1994, pp. 139-143
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
86
Issue
1-4
Year of publication
1994
Pages
139 - 143
Database
ISI
SICI code
1042-6507(1994)86:1-4<139:SAPOA5>2.0.ZU;2-G
Abstract
2-Ethyl-3-phenacyl-4,5-dihydrooxazolium bromide 1 enolizes spontaneous ly in dimethyl sulfoxide solution. Condensation with phosphorus trichl oride nevertheless involves both the methylene groups in 2- and 3-posi tion and thus yields a five-membered ring. Hydrolysis of the resulting benzoyl-5,6-dihydro-1,3-azaphospholo[5,1-b]oxazole 2 selectively open s the P-C3 bond of the azaphosphole ring to give the zwitterionic 4,5- dihydrooxazolio phosphinate 3.