Simple and convenient approach to the Kreohnke pyridine type synthesis of functionalized indol-3-yl pyridine derivatives using 3-cyanoacetyl indole.
Access to privileged heterocyclic scaffolds involving 4-aryl-6-(1H-indol-3-yl)-2,2-bipyridine-5-carbonitriles and 6-(2-furyl)-2-(1H-indol-3-yl)-4-arylpyridine-3-carbonitriles frameworks has been achieved via a single-step multicomponent reaction of structurally diverse aldehydes, 2-acetylpyridine (or) 2-acetylfuran and 3-cyanoacetyl indole in ammonium acetate under neat condition. Also a series of 6,6'-di(1H-indol-3-yl)-4,4'-diaryl-2,2'-bipyridine-5,5'-dicarbonitrile and 7,7,7',7'-tetramethyl-4,4'-bis(aryl)-4,6,7,8,4',6',7',8'-octahydro-1H,1H-[2,2']biquinolinyl-5,5'-dione derivatives are synthesized using cinnamil, 3-cyanoacetyl indole (or) dimedone and ammonium acetate.
Thirumurugan
Prakasam
P
Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai, Tamilnadu, India.
Nandakumar
A
A
Muralidharan
D
D
Perumal
Paramasivan T
PT
D000114:Acetylene / Q000031:analogs & derivatives / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D012997:Solvents / Q000737:chemistry
D007211:Indoles; D009570:Nitriles; D011725:Pyridines; D012997:Solvents; C513097:cyanoacetylene; D000114:Acetylene