Microwave-assisted combinatorial synthesis of polysubstituent imidazo[1,2-a]quinoline, pyrimido[1,2-a]quinoline and quinolino[1,2-a]quinazoline derivatives.
A series of unusual fused heterocyclic compound derivatives, consisting of a pyridine and a imidazole or pyrimidine core, with a bridgehead nitrogen, were successfully synthesized by a microwave-assisted, three-component domino reaction of aldehydes, enaminones, and malononnitrile. In this one-pot reaction, up to five new bonds were formed accompanied by generating the lactam group. This method has the advantages of short synthetic route, operational simplicity, increased safety for small-scale high-speed synthesis, and minimal environment impact.
Tu
Shujiang
S
School of Chemistry and Chemical Engineering, Xuzhou Normal University, Key Laboratory of Biotechnology for Medicinal Plant, Xuzhou, Jiangsu, 221116, PR China. laotu2001@263.net
Li
Chunmei
C
Li
Guigen
G
Cao
Longji
L
Shao
Qingqing
Q
Zhou
Dianxiang
D
Jiang
Bo
B
Zhou
Jianfeng
J
Xia
Min
M
D000447:Aldehydes / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D007093:Imidazoles / Q000737:chemistry*; D008872:Microwaves; D008956:Models, Chemical; D009570:Nitriles / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry*; D011799:Quinazolines / Q000138:chemical synthesis*; D011804:Quinolines / Q000138:chemical synthesis*
D000447:Aldehydes; D007093:Imidazoles; D009570:Nitriles; D011743:Pyrimidines; D011799:Quinazolines; D011804:Quinolines; C029899:imidazole; C037219:quinoline; C030986:pyrimidine; D009584:Nitrogen