CINE-SUBSTITUTION IN REACTIONS OF DICHLORO-1,4-BENZOQUINONES WITH PYRROLIDINE

Citation
Sv. Chapyshev et T. Ibata, CINE-SUBSTITUTION IN REACTIONS OF DICHLORO-1,4-BENZOQUINONES WITH PYRROLIDINE, Russian chemical bulletin, 45(11), 1996, pp. 2561-2568
Citations number
24
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10665285
Volume
45
Issue
11
Year of publication
1996
Pages
2561 - 2568
Database
ISI
SICI code
1066-5285(1996)45:11<2561:CIRODW>2.0.ZU;2-J
Abstract
Products of cine-substitution are formed in reactions of 2,5- and 2,6- dichloro-1,l-benzoquinones with pyrrolidine. The main reason for amina tion of chloroquinones by pyrrolidine via the mechanism of cine-substi tution is the high basicity of this amine. A high degree of localizati on of the pi-bond in the molecules of the starting chloroquinones and the strong conjugation of the amino group with the quinone ring in the molecules of the intermediate monoaminoquinones are two other factors that favor an increase in yields of the products of cine-substitution .