Reinvestigation of Rearrangement of Benzodiazepinediones into Quinoleines Under Microwave or Conventional Heating Conditions

Microwave or conventional heating of pyrrolo and pyrido[2,1- c][1,4]benzodiazepines in boiling phosphorus oxychloride led to rearranged products like benzo[ h][1,6]naphthyridine and azepino[3,2- c]quinoleine and not to cyclopenta[ b][1,4]benzodiazepine and tetrahydrodibenzo[ b, f][1,4]diazepine as i...

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Bibliographic Details
Published in:Tetrahedron 2001-02, Vol.56 (10), p.1361-1367
Main Authors: Hinschberger, Antoine, Gillard, Alain-Claude, Bureau, Isabelle, Rault, Sylvain
Format: Article
Language:English
Subjects:
benzodiazepines
naphthyridine
quinoleins
rearrangement
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Summary:Microwave or conventional heating of pyrrolo and pyrido[2,1- c][1,4]benzodiazepines in boiling phosphorus oxychloride led to rearranged products like benzo[ h][1,6]naphthyridine and azepino[3,2- c]quinoleine and not to cyclopenta[ b][1,4]benzodiazepine and tetrahydrodibenzo[ b, f][1,4]diazepine as initially described.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(00)00049-1