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Synthesis 2011(19): 3143-3151  
DOI: 10.1055/s-0030-1260147
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Quinoxaline Analogues

Meng-Yang Chang*a, Tein-Wei Leea, Ru-Ting Hsub, Tzu-Lin Yenc
a Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Fax: +886(7)3125339; e-Mail: mychang@kmu.edu.tw;
b Department of Nursing, ShuZen College of Medicine and Management, Luju, Kaohsiung 821, Taiwan
c Department of Nursing, Kaohsiung Municipal Hsiao-Kang Hospital, Kaohsiung Medical University, Kaohsiung 807, Taiwan
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Publikationsverlauf

Received 31 May 2011
Publikationsdatum:
01. August 2011 (online)

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Abstract

Substituted tricyclic or tetracyclic quinoxalines, tricyclic pyridoquinoxalines and bis-quinoxalines were synthesized in high yields starting from cyclic ketones by the α-bromination of cyclic ketones with N-bromosuccinimide (NBS) followed by condensation of the resulting α-bromo ketones with 1,2-diaminobenzene, 3,4-diaminopyridine, or 3,3′-diaminobenzidine.

Key words

condensation - halogenation - tandem reactions - heterocycles - arenes

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CCDC 807121 (3b), 810169 (3h), 818140 (3m), and 818141 (3o) contain the supplementary crystallographic data for this paper. This data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html [or from the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033; e-mail: deposit@ccdc.cam.ac.uk].