Smooth synthesis of aryl- and alkylanilines by photoheterolysis of haloanilines in the presence of aromatics and alkenes

Authors
Fagnoni, M Mella, M Albini, A
Citation
M. Fagnoni et al., Smooth synthesis of aryl- and alkylanilines by photoheterolysis of haloanilines in the presence of aromatics and alkenes, ORG LETT, 1(8), 1999, pp. 1299-1301
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
8
Year of publication
1999
Pages
1299 - 1301
Database
ISI
SICI code
1523-7060(19991021)1:8<1299:SSOAAA>2.0.ZU;2-L
Abstract
[GRAPHICS] Irradiation of 4 chloro-N,N-dimethylaniline in acetonitrile in the presence of benzene and of various alkenes leads to heterolytic dehalogenation and trapping of the cation. 4-(Dimethylamino)biphenyl is formed in the first ca se, while with alkenes beta-chloroalkylanilines, stilbenes, or allylaniline s are obtained depending on the alkene structure. 4-Fluoroaniline is simila rly dehalogenated.