Thermolysis of 3-azido-4-aryl(hetaryl)thieno[2,3-b]pyridines: 2,7-naphthyridines or 1,4-diazepines?

A series of tertiary 3-azido- N -phenylthieno[2,3- b ]pyridine-2-carboxamides containing a phenyl or hetaryl moiety at position 4 were synthesized. The influence of the nature of the substituent on the direction of intramolecular cyclization with the participation of nitrene was studied. Novel pyrid...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2019-09, Vol.55 (9), p.882-887
Main Authors: Kanishcheva, Eugeniya А., Bedareva, Veronika O., Vasilin, Vladimir K., Stroganova, Tat’yana А., Krapivin, Gennady D.
Format: Article
Language:English
Subjects:
Aromatic compounds
Chemistry
Chemistry and Materials Science
Organic Chemistry
Pharmacy
Pyridines
Synthesis
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Summary:A series of tertiary 3-azido- N -phenylthieno[2,3- b ]pyridine-2-carboxamides containing a phenyl or hetaryl moiety at position 4 were synthesized. The influence of the nature of the substituent on the direction of intramolecular cyclization with the participation of nitrene was studied. Novel pyrido[3',2':4,5]thieno[3,2-b][1,5]benzodiazepin-11-ones and benzo[ c ]thieno[2,3,4- ij ][2,7]naphthyridines were synthesized.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02552-z