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Reduction of 4,7‐diphenyl‐1,2,5‐thia(oxa)diazolo[3,4‐ c ]pyridines affording 2,5‐diphenyl‐3,4‐diaminopyridines and ring closure of the diamines to fluorescent azaheterocycles
Author(s) -
Mataka Shuntaro,
Takahashi Kazufumi,
Imura Tetsuro,
Tashiro Masashi
Publication year - 1982
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.5570190645
Subject(s) - chemistry , fluorescence , ring (chemistry) , closure (psychology) , medicinal chemistry , reduction (mathematics) , bicyclic molecule , stereochemistry , organic chemistry , physics , geometry , mathematics , quantum mechanics , economics , market economy
Reduction of 4,7‐diphenyl‐1,2,5‐thia‐ ( 1a‐i ) and 1,2,5‐oxadiazolo[3,4‐ c ]pyridines ( 3a and c‐e ) gave 3,4‐diamino‐2,5‐diphenylpyridines ( 2a‐g ), which were converted into the fluorescent triazolo[4,5‐ c ]‐( 5 ), 1,2,5‐selenadiazolo[3,4‐ c ]‐ ( 6 ), imidazolo[4,5‐ c ]pyridines ( 8 ), and pyrido[5,6‐ c ]pyridines ( 11 ). In the reduction of 3a, c and e , 4,5‐dihydro[1,2,5]oxadiazolo[3,4‐ c ]pyridines ( 4a‐c ) were obtained.