Solvent- and Catalyst-Free One-Pot Green Bound-Type Fused Bis-Heterocycles Synthesis via Groebke-Blackburn-Bienayme Reaction/SNAr/Ring-Chain Azido-Tautomerization Strategy

被引:35
作者
Angel Claudio-Catalan, Miguel [1 ]
Pharande, Shrikant G. [1 ]
Quezada-Soto, Andrea [1 ]
Kishore, Kranthi G. [1 ]
Renteria-Gomez, Angel [1 ]
Padilla-Vaca, Felipe [2 ]
Gamez-Montano, Rocio [1 ]
机构
[1] Univ Guanajuato, Dept Quim, Div Ciencias Nat & Exactas, Noria Alta S-N, Guanajuato 36050, Guanajuato, Mexico
[2] Univ Guanajuato, Dept Biol, Div Ciencias Nat & Exactas, Noria Alta S-N, Guanajuato 36050, Guanajuato, Mexico
关键词
DIVERSITY-ORIENTED SYNTHESIS; FREE MULTICOMPONENT SYNTHESIS; IN-VITRO; ANTIMICROBIAL EVALUATION; UGI-AZIDE; ULTRASOUND; DERIVATIVES; NANOPARTICLES; ISOCYANIDES; TETRAZOLES;
D O I
10.1021/acsomega.8b00170
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new, efficient, green, endogenous water-triggered, solvent-and catalyst-free ultrasound-assisted one-pot Groebke-Blackburn-Bienayme reaction/SNAr/ring-chain azido-tautomerization strategy to synthesize bound-type fused bis-heterocycles imidazo or benzo[d] imidazo[ 2,1-b] thiazoles and 1,5-disubstituted tetrazole (1,5-DsT) containing quinoline moiety is described, which allows synthesis of two types of fused heterocycles in one step under mild green conditions. Antibacterial and antiamebic activities of selected newly synthesized compounds were carried out against three bacterial species: Gram-positive bacterium Staphylococcus aureus ATCC 6538 and Gram-negative bacteria Pseudomonas aeruginosa ATCC 13384 and Escherichia coli O55 and against one amebic species: Entamoeba histolytica.
引用
收藏
页码:5177 / 5186
页数:10
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