REACTIONS OF 3,3,3-TRIFLUOROPYRUVATES WITH AMIDINES - NEW TRIFLUOROMETHYL-SUBSTITUTED HETEROCYCLIC BUILDING-BLOCKS

Authors
Citation
N. Sewald et K. Burger, REACTIONS OF 3,3,3-TRIFLUOROPYRUVATES WITH AMIDINES - NEW TRIFLUOROMETHYL-SUBSTITUTED HETEROCYCLIC BUILDING-BLOCKS, Monatshefte fuer Chemie, 124(8-9), 1993, pp. 899-907
Citations number
37
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00269247
Volume
124
Issue
8-9
Year of publication
1993
Pages
899 - 907
Database
ISI
SICI code
0026-9247(1993)124:8-9<899:RO3WA->2.0.ZU;2-W
Abstract
4-Hydroxy-4-trifluoromethyl-2-imidazolin-5-ones are obtained in good y ields upon reaction of 3,3,3-trifluoropyruvates with amidines. Subsequ ent treatment of these heterocycles with thionyl chloride gives 4-chlo ro-4-trifluoromethyl-2-imidazolin-5-ones which proved to be versatile trifluoromethyl substituted building blocks. Substitution of chloride is feasible with a variety of hetero and carbon nucleophiles. Ring exp ansion with diazo compounds affords trifluoromethyl substituted pyrimi dines.