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Naphthyridine chemistry: Ring enlargement to a pyrido[2,3‐ b ] azepine
Author(s) -
Carboni S.,
Da Settimo A.,
Bertini D.,
Ferrarini P. L.,
Livi O.,
Tonetti I.
Publication year - 1975
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570120425
Subject(s) - azepine , chemistry , boron trifluoride , ring (chemistry) , epoxide , stereochemistry , medicinal chemistry , catalysis , organic chemistry
The boron trifluoride‐catalyzed rearrangement of the epoxide derived from 3‐benzylidene‐ 7‐methyl‐2,3‐dihydro‐1,8‐naphthyridin‐4‐(1 H )one (II) is described. The structure of the obtained 8‐methyl‐4‐phenyl‐1,2,3,4‐tetrahydro‐5 H ‐pyrido[2,3,‐ b ]‐azepin‐3, azepin‐3,5‐dione (X) has been elucidated with aid of chemical and spectral evidence.