Aqua mediated indium(III) chloride catalyzed synthesis of fused pyrimidines and pyrazoles

The utilization of water as solvent and indium trichloride as promoter for the three-component combinatorial synthesis of a variety of bioactive pyrimidine and pyrazole derivatives (2-10) from aldehydes, 1,3-dicarbonyl compounds, and electron-rich amino heterocycles like 6-amino-1,3-dimethyl uracil and 3-methyl-1-phenyl-1H-pyrazol-5-amine catalyzed by indium trichloride under reflux has been studied. A new class of pyrimidine derivatives (2) has also been synthesized and the structure was confirmed by single crystal X-ray analysis. The reactions are environmentally benign, reaction product could be isolated easily and the catalyst could be recycled, which makes it an appealing synthetic protocol. (C) 2012 Elsevier Ltd. All rights reserved.