摘要
A convenient and metal-flee DMAP-catalyzed domino reaction of isatins, arylamines and hydroximoyl chlorides has been developed to achieve 1,3-dipolar cycloaddition of imines into aryl nitrile oxides at ambient tempera- ture. In this one-pot transformation, a 1,2,4-oxadiazole skeleton was efficiently formed. This methodology needs no extra additives and features wide substrate scope, good functional group tolerance and mild reaction conditions. A plausible mechanism for this process was proposed. Moreover, the antibacterial activities of the products were evaluated towards Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae using the Broth microdilution method.
A convenient and metal-flee DMAP-catalyzed domino reaction of isatins, arylamines and hydroximoyl chlorides has been developed to achieve 1,3-dipolar cycloaddition of imines into aryl nitrile oxides at ambient tempera- ture. In this one-pot transformation, a 1,2,4-oxadiazole skeleton was efficiently formed. This methodology needs no extra additives and features wide substrate scope, good functional group tolerance and mild reaction conditions. A plausible mechanism for this process was proposed. Moreover, the antibacterial activities of the products were evaluated towards Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae using the Broth microdilution method.
基金
The work was partially supported by the National Natural Science Foundation of China （Nos. 21172001, 21372008）, the Natural Science Foundation of Education Administration of Anhui Province （No. KJ2016A267）, the Special and Excellent Research Fund of Anhui Normal University and the Doctoral Scientific Research Foundation of Anhui Normal University （No. 2016XJJ110）.
