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Preparation of benzo[ c ][2,7]naphthyridines
Author(s) -
Nutaitis Charles F.,
Marsh Stephen R.
Publication year - 1992
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.5570290450
Subject(s) - chemistry , regioselectivity , pyridinium , intramolecular force , stereochemistry , medicinal chemistry , hydrochloride , combinatorial chemistry , organic chemistry , catalysis
A divergent synthesis of substituted benzo[ c ][2,7]naphthyridines 5a‐h is described, which features an intramolecular pyridyne cyclization step as the key reaction. The pyridyne precursors are conveniently prepared from the pyridinium hydrochloride 2 and the requisite anilines. Cyclization of the non‐symmetric substrates 3e and 3f did not proceed with significant regioselectivity.