Solvent- and catalyst-free synthesis of imidazo[1,2-a]pyridines under microwave irradiation

被引:9
作者
Kong, Dulin [1 ,2 ]
Wang, Xianghui [3 ]
Shi, Zaifeng [3 ]
Wu, Mingshu [3 ]
Lin, Qiang [2 ,3 ]
Wang, Xin [2 ]
机构
[1] Hainan Med Univ, Sch Pharmaceut Sci, Haikou 571199, Hainan Province, Peoples R China
[2] Nanjing Univ Sci & Technol, Minist Educ, Key Lab Soft Chem & Funct Mat, Nanjing 210094, Jiangsu, Peoples R China
[3] Hainan Normal Univ, Coll Chem & Chem Engn, Minist Educ, Key Lab Trop Med Plant Chem, Haikou 571158, Peoples R China
关键词
imidazo[1,2-a]pyridines; microwave irradiation; catalyst-free; INHIBITORS; POTENT;
D O I
10.3184/174751916X14683327937934
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A facile solvent- and catalyst-free method for the synthesis of a series of imidazo[1,2-a]pyridines in good to excellent yields by the condensation of 2-aminopyridines with a-bromoketones under microwave irradiation has been developed. The important features of this method are that it is reasonably fast, very clean, high yielding, simple workup and environmentally benign.
引用
收藏
页码:529 / 531
页数:3
相关论文
共 32 条
[1]   Imidazo[1,2-a]pyridines:: A potent and selective class of cyclin-dependent kinase inhibitors identified through structure-based hybridisation [J].
Anderson, M ;
Beattie, JF ;
Breault, GA ;
Breed, J ;
Byth, KF ;
Culshaw, JD ;
Ellston, RPA ;
Green, S ;
Minshull, CA ;
Norman, RA ;
Pauptit, RA ;
Stanway, J ;
Thomas, AP ;
Jewsbury, PJ .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (18) :3021-3026
[2]   N-Fused Imidazoles As Novel Anticancer Agents That Inhibit Catalytic Activity of Topoisomerase IIα and Induce Apoptosis in G1/S Phase [J].
Baviskar, Ashish T. ;
Madaan, Chetna ;
Preet, Ranjan ;
Mohapatra, Purusottam ;
Jain, Vaibhav ;
Agarwal, Amit ;
Guchhait, Sankar K. ;
Kundu, Chanakya N. ;
Banerjee, Uttam C. ;
Bharatam, Prasad V. .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (14) :5013-5030
[3]  
Cai L., 2006, CHEMINFORM, V37, P133
[4]  
Dong Z., 2009, J BRAZIL CHEM SOC, V20, P482
[5]   SYNTHESIS AND ANTIVIRAL ACTIVITY OF 3-SUBSTITUTED IMIDAZO[1,2-A]PYRIDINES [J].
ELHAKMAOUI, A ;
GUEIFFIER, A ;
MILHAVET, JC ;
BLACHE, Y ;
CHAPAT, JP ;
CHAVIGNON, O ;
TEULADE, JC ;
SNOECK, R ;
ANDREI, G ;
DECLERCQ, E .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (16) :1937-1940
[6]   Synthesis of novel imidazo[1,2-a]pyridines with potent activity against herpesviruses [J].
Gudmundsson, KS ;
Johns, BA .
ORGANIC LETTERS, 2003, 5 (08) :1369-1372
[7]   Synthesis of imidazo[1,2-a]pyridine C-nucleosides with an unexpected site of ribosylation [J].
Gudmundsson, KS ;
Drach, JC ;
Townsend, LB .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11) :3453-3459
[8]   2-amino-3-substituted-6-[(E)-1-phenyl-2-(N-methylcarbamoyl)vinyl]imidazo-[1,2-a]pyridines as a novel class of inhibitors of human rhinovirus:: Stereospecific synthesis and antiviral activity [J].
Hamdouchi, C ;
de Blas, J ;
del Prado, M ;
Gruber, J ;
Heinz, BA ;
Vance, L .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (01) :50-59
[9]   Zolpidem - An update of its pharmacology, therapeutic efficacy and tolerability in the treatment of insomnia [J].
Holm, KJ ;
Goa, KL .
DRUGS, 2000, 59 (04) :865-889
[10]   8-fluoroimidazo[1,2-a]pyridine:: Synthesis, physicochemical properties and evaluation as a bioisosteric replacement for imidazo[1,2-a]pyrimidine in an allosteric modulator ligand of the GABAA receptor [J].
Humphries, AC ;
Gancia, E ;
Gilligan, MT ;
Goodacre, S ;
Hallett, D ;
Merchant, KJ ;
Thomas, SR .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (06) :1518-1522