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Quinoxalines : Part 13: Synthesis and mass spectrometric study of aryloxymethylquinoxalines and benzo[b]furylquinoxalines

  • A series of new aryloxymethylquinoxalines, benzo[b]- and naphtho[2,1-b] fury] quinoxalines, possessing potential biological activity, was prepared, characterized by IR and NMR spectroscopy and their electron ionization (EI) mass spectra studied in detail. The aryloxymethylquinoxalines were obtained by reacting halogenomethylquinoxalines with bifunctional O-nucleophiles. The benzo[b]furylquinoxalines and naphtho[2, I -b]furylquinoxalines were prepared via two routes, which differed in the order of the two cyclization steps involved in the syntheses. The composition of the ions obtained by El mass spectrometry were determined by accurate mass measurements and the fragmentation pathways clarified by B/E linked scans and collision induced dissociation. The mass spectrometric behaviour of the compounds studied as to the possible loss of OH' radicals proved to be very characteristic. (C) 2004 Elsevier Ltd. All rights reserved

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Author:I. Starke, Gerhard Sarodnick, V. V. Ovcharenko, Kalevi Pihlaja, Erich Kleinpeter
Document Type:Article
Year of first Publication:2004
Year of Completion:2004
Release Date:2017/03/24
Source:Tetrahedron. - ISSN 0040-4020. - 60 (2004), 29, S. 6063 - 6078
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert