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Imino‐bridged heterocycles. VI . An unusual bridge structure resulting from an attempted ritter reaction in the benzo[5,6]cyclohepta[1,2‐c]pyridine system
Author(s) -
Reamer Robert A.,
Brenner Daniel G.,
Shepard Kenneth L.
Publication year - 1986
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.5570230361
Subject(s) - chemistry , ritter reaction , intramolecular force , pyridine , stereochemistry , medicinal chemistry , olefin fiber , organic chemistry , catalysis , polymer
An attempt to generate a tertiary carbinamine from 1 , through use of the Ritter reaction, resulted in the formation of the new bridged system 2 . This product apparently resulted from an intramolecular cyclization of the 5,6 olefin to the C‐11 nitrilium ion of 4 , followed by a second Ritter reaction at C‐6.
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