An Efficient Total Synthesis Of (±)-CPCCOEt And Their Derivatives As MGluRs Antagonists

ObjectivesTo explore an efficient route for the total synthesis of(±)-CPCCOEt and their derivatives in order to disclose their structure-activity relationship and improve their selectivity and effectiveness.Methods(±)-CPCCOEt and their derivatives have been synthesized through directed acylation, intramolecular cyclization under the catalysis of iodine, cyclopropanation, esterification, a nd oximation by using phenol and maleic anhydride as starting materials. Results11 target compounds and 3 intermediates were synthesized by a 5-step synthetic route. The structures of all the intermediates and final products were confirmed by 1H NMR, 13 C NMR, and ESI-MS respectively. The overall yields of these 5-step procedures were 20.1-29.5%. Conclusion(±)-CPCCOEt and their derivatives have been synthesized through a 5 steps synthetic route by using phenol and maleic anhydride as starting materials. I n the current invetigation, the construction of chromone scaffold was improved and the cyclopropanation upon the treatment of Corey’s dimethyloxosulfonium methylide was applied.