Three‐component, one‐pot synthesis of pyrano[3,2‐c]chromene derivatives catalyzed by ammonium acetate: Synthesis, characterization, cation binding, and biological determination

Three‐component reaction of arylaldehydes with malononitrile and 4‐hydroxycoumarine using CH3COONH4 as a catalyst at reflux was used for the synthesis of novel substituted pyrano[3,2‐c]chromene derivatives. The structure of these compounds was assigned by spectroscopic data such as (IR, 1HNMR, 13CNMR, and mass spectral data). The cation binding properties of chromene derivatives 4a‐c towards Cu2+, Ni2+, and Zn2+ were studied in methanol. The results showed that Zn2+ is the most complexed in this series of cations, and 4c is best complexed with either Ni2+ and Zn2+. Antimicrobial properties of new pyrano[3,2‐c]chromene derivatives are investigated, the compound 4c presents against Micrococcus luteus LB 14110 an MIC value of 0.0185 mg/mL quite better to that of ampicillin (0.0195 mg/mL) used as standard. Concerning acetylcholinesterase inhibition activity (AChEI), compound 4c presents an interesting AChEI activity with an inhibition of 52%.