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A Simple One‐Pot Synthesis of Fully Substituted 1 H ‐Pyridone[ 1 ,2‐a]‐Fused‐1,3‐Diazaheterocycles
Author(s) -
Bayat Mohammad,
Rezaee Monireh,
Zhu LongGuan
Publication year - 2017
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.2877
Subject(s) - chemistry , nitro , aryl , catalysis , one pot synthesis , diazepine , 2 pyridone , medicinal chemistry , nitro compound , combinatorial chemistry , organic chemistry , ring (chemistry) , alkyl
An efficient procedure for the synthesis of 7‐(aryl)‐8‐nitro‐2,3,6,7‐tetrahydroimidazo[1,2‐a]pyridinones, 8‐(aryl)‐9‐nitro‐3,4,7,8‐tetrahydropyridone[1,2‐a]pyrimidines and 9‐(aryl)‐10‐nitro‐2,3,4,5,8,9‐hexahydropyridone[1,2‐a]diazepine via one‐pot three component reaction of diamine, nitroketene dithioacetal (1,1‐bis(methylsulfanyl)‐2‐nitroethene), and coumarine‐3‐ carboxylic acid derivatives in EtOH under reflux conditions is reported. The advantages of this procedure are simplicity, easy purification, good yields, and catalyst‐free conditions. All products were confirmed by 1 H‐ and 13 C‐NMR, IR, MS, and X‐ray crystal structure analyses.