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Paper | Regular issue | Vol 55, No. 9, 2001, pp.1703-1710
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9256
α-Benzotriazolylpyridines and Their N-Oxides

Alan R. Katritzky,* Thomas Kurz, Suoming Zhang, Michael Voronkov, and Peter J. Steel*

*Center for Heterocyclic Compounds , Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, U.S.A.

Abstract

α-Benzotriazolyl-substituted pyridines, -quinolines and -isoquinolines have been prepared by reactions of pyridine, quinoline and isoquinoline N-oxides with 1-tosylbenzotriazole in the presence of triethylamine. Treatment of a-benzotriazolylpyridines, -quinolines and -isoquinolines with hydrogen peroxide in glacial acetic acid afforded N-oxides, the structures of which were determined by X-Ray crystallography. Reactions of 1-(2-pyridinyl)-benzotriazole with alkyl halides or tosylates led to the corresponding N-alkylpyridinium salts.