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In recent years, there has been a lot of interest in the modern organic synthesis using enzymes as biocatalysts. A multicomponent reaction of 4-formylphenyl benzoates, malononitrile, and pyrazolones utilizing pepsin as a biocatalyst was investigated in different reaction conditions. The best yields of pyrano[2,3- c ]pyrazoles were obtained by grinding the respective reactants in a mortar in the presence of pepsin for 1.5–2 h at room temperature. Instead of pyrazolones, 1,3-cyclic diketones and 4-arylazo-5-aminopyrazoles were used to prepare new series of 4 H -chromenes, and pyrazolo[1,5- a ]pyrimidines in good to excellent yields after grinding the respective reactants for 0.5–3 h. The new target molecules showed a wide range of antibacterial activity against four different ATCC bacterial strains. The pyrazolo[1,5- a ]pyrimidines  14a  and  14f  displayed moderate antibacterial activity against the  K. pneumoniae  and  S. aureus  strains with inhabitation zones of 29.6–30.3 mm and MIC values of 125–250 μg/mL.

synthetic communications

Green one-pot synthesis and  in vitro  antibacterial screening of pyrano[2,3- c ]pyrazoles, 4 H -chromenes and pyrazolo[1,5- a ]pyrimidines using biocatalyzed pepsin