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Synlett 1999; 1999(4): 468-470
DOI: 10.1055/s-1999-2636
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Domino-Reaction of Oxal(imidoyl)chlorides with 3-Aminoisoxazoles: Regio- and Stereoselective Synthesis of 1,4-Dihydro-imidazo[4,5-b]quinoxalines

Jörg Wuckelt* , Manfred Döring, Peter Langer, Rainer Beckert
  • *Institut für Anorganische und Analytische Chemie der Universität Jena, August-Bebel-Straße 2, 07743 Jena, Germany
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Publication Date:
31 December 1999 (online)

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The reaction of pyrazole and triazole-derived dinucleophiles with oxalic acid-bis(imidoyl)chlorides afforded the novel pyrazo[2,1-b]imidazolidines and imidazo[2,1-c]triazoles, respectively. The use of 3-aminoisoxazoles resulted in a domino reaction leading to biologically relevant 1,4-dihydro-imidazo[4,5-b]quinoxalines

domino-reactions - oxalic acid dielectrophiles - ambident nucleophiles - N-heterocycles - regioselective cyclizations