IMPROVED SYNTHESIS AND REACTION OF DIMETHYL A-(BROMOMETHYL) FUMARATE WITH PRIMARY AMINES

Authors
BESBES R VILLIERAS M AMRI H
Citation
R. Besbes et al., IMPROVED SYNTHESIS AND REACTION OF DIMETHYL A-(BROMOMETHYL) FUMARATE WITH PRIMARY AMINES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(1), 1997, pp. 5-8
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
36
Issue
1
Year of publication
1997
Pages
5 - 8
Database
ISI
SICI code
0376-4699(1997)36:1<5:ISAROD>2.0.ZU;2-C
Abstract
Dimethyl alpha-(bromomethyl) fumarate (2) has been prepared in one pot by addition of bromine to dimethyl itaconate and dehydrobromination w ith triethylamine. The allylic bromide 2, reacts with primary amines v ia two successive allylic substitutions and followed by lactamization at a high temperature (above 150 degrees C) to give methoxycarbonyl-1- N-alkyl-Delta(3)-pyrrolin-2-ones (7) in good yields.