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A method for the synthesis of substituted quinolines via electrophilic cyclization of 1-azido-2-(2-propynyl)benzene

Authors :
Zhibao Huo
Gridnev, Ilya D.
Yamamoto, Yoshinori
Source :
Journal of Organic Chemistry. Feb 19, 2010, Vol. 75 Issue 4, 1266-1270
Publication Year :
2010

Abstract

A new and efficient method was developed for the synthesis of substituted quinolines via intramolecular electrophilic cyclization of 1-azido-2-(2-propynyl)benzene. The cyclization reaction was performed in the of electrophilic reagents ([I.sub.2], [Br.sub.2], ICl, NBS, NIS, and HNT[f.sub.2]) in [CH.sub.3]N[O.sub.2] at room temperature or in the presence of catalytic amounts of Au[Cl.sub.3]/AgNT[f.sub.2] in THF at 100 degree [Celsius] to afford the corresponding quinolines.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
4
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.219816233