A facile route to aryl amines: Nucleophilic substitution of aryl triflates

Citation
L. Schio et al., A facile route to aryl amines: Nucleophilic substitution of aryl triflates, SYNLETT, (10), 1999, pp. 1559-1562
Citations number
18
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
0936-5214 → ACNP
Issue
10
Year of publication
1999
Pages
1559 - 1562
Database
ISI
SICI code
0936-5214(199910):10<1559:AFRTAA>2.0.ZU;2-H
Abstract
The aromatic nucleophilic substitution (SNAr) between aryl triflates and se condary amines has been studied. In the absence of solvent, the reaction pr oceeds at room temperature for nitro and cyano activated aryl triflates and requires higher temperatures in the case of carboxy activation. Variable t riflate reactivity could be explained in terms of frontier molecular orbita l theory. This methodology has been applied for the synthesis of substitute d piperidyl pyridines.