THE NITROSATION OF IMIDAZOLINES AND OXAZOLINES

Authors
LOEPPKY RN CUI WG
Citation
Rn. Loeppky et Wg. Cui, THE NITROSATION OF IMIDAZOLINES AND OXAZOLINES, Tetrahedron letters, 39(14), 1998, pp. 1845-1848
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
14
Year of publication
1998
Pages
1845 - 1848
Database
ISI
SICI code
0040-4039(1998)39:14<1845:TNOIAO>2.0.ZU;2-L
Abstract
Nitrosation (HOAc/NaNO2) of 1-methyl-2-phenyl-2-imidazoline 8 results in cleavage of only the C-N single bond and production of N-(2-methyln itrosaminoethyl)-N-nitrosobenzamide 10. In contrast, 2-phenyl-2-oxazol ine 9 nitrosates very rapidly to give products (13-16) derived from a diazonium ion arising from the exclusive cleavage of the C=N. (C) 1998 Elsevier Science Ltd. All rights reserved.