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Synthesis 2002(13): 1879-1884
DOI: 10.1055/s-2002-33910
DOI: 10.1055/s-2002-33910
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Straightforward Synthesis of Oxazino[2,3,4-ij]quinoline Derivatives from 8-Hydroxyquinolines
Further Information
Received
7 May 2002
Publication Date:
09 September 2002 (online)
Publication History
Publication Date:
09 September 2002 (online)
Abstract
A one-step synthesis of tricyclic dihydrofuro[3,2-f]quinoline or tetracyclic oxazinoquinoline derivatives from hydroxyquinolines and ethyl 2,3-dibromopropanoate is described. 3,4-Dibromobutan-2-one afforded 2-acetylfuro[3,2-h]quinoline derivatives and 2,3-dibromopropanenitrile gave only non-cyclized compounds when reacted with 8-hydroxyquinoline.
Key words
hydroxyquinolines - oxazino[2,3,4-ij]quinolines - ethyl dihydrofuro[3,2-h]quinoline-2-carboxylate - cyclization
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References
Similarly compounds 3a and 4 afforded the analogous Z-cyano derivatives.