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Polyfunctional pyridines from nitroacetamidine and β‐diketones. A useful synthesis of substituted imidazo [4,5‐ b ] pyridines and related compounds
Author(s) -
Batt Douglas G.,
Houghton Gregory C.
Publication year - 1995
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.5570320349
Subject(s) - chemistry , bicyclic molecule , organic chemistry , pyridine , stereochemistry , combinatorial chemistry , medicinal chemistry
Nitroacetamidine undergoes a useful cyclocondensation with β‐diketones to produce substituted 2‐amino‐3‐nitropyridines. Use of an acylpyruvate generates hitherto unreported 2‐amino‐3‐nitropyridine‐4‐carboxylates. These may be converted easily to functionalized imidazo[4,5‐ b ]pyridines and oxazolo‐[5,4‐ b ]pyridines.