A simple and highly efficient preparation of structurally diverse aryl β-diketoacids as hiv-1 integrase inhibitors^†

In order to provide a facile and practical access to structurally diverse aryl β-diketoacids, An improved and highly efficient oxalylation method was developed which employed commercially available and cheap reagents. The oxalylation of aryl methyl ketones, the key step to construct the pharmacophore of aryl β-diketoacids. was considerably facilitated by a new combination of dimethyl oxalate as an oxalic source and sodium tert-butoxide as a base. A wide variety of aryl β-diketoacids bearing different functional groups can be prepared rapidly in high yields at room temperature with this method, which has significant advantages over the previously reported procedures in a wider application range, much less amount of reagents, pretty higher yields and quite shorter reaction time. The bis-aryldiketoacids 3k and 31, readily prepared by this method, displayed interesting and promising inhibitory activities against HIV-1 integrase and HN-I replication in cells.