REACTION OF SYN HEAD-TO-HEAD COUMARIN DIMER WITH AMINES AND THERMAL BEHAVIOR OF THE ADDUCTS

Article abstract of DOI:10.1246/cl.1982.1325

The lacton-opening reaction of syn head-to-head coumarin dimer with amines gave c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboxamides and/or -dicarboximides.The product ratio of the amide to the imide varied with the reaction temperature and the amount of amine used.Thermal reaction of these lactone-opened derivatives proceeded in two ways depending on the nature of amine moiety to give either the original coumarin dimer or 2,2'-dihydroxystilbene and the maleimide derivative.