SYNTHESIS AND TRANSITION-METAL-CATALYZED REACTIONS OF 1-UREIDO-3-PROPARGYL-2,3-DIHYDROPYRROL-2-OLS, 1-UREIDO-3-PROPARGYLPYRROLES AND REIDO-3-PROPARGYL-3-PHOSPHONO-1H-PYRROL-2(3H)-ONES

The title compounds were obtained by reaction of conjugated azoalkenes with activated methinic derivatives bearing a propargylic residue. 1- Ureido-3-propargyl-2,3-dihydropyrrol-2-ols gave in the presence of Cu( I) catalyst the bonyl-4-(2-oxopropyl)-1-(N'-phenylureido)-pyrrole. whi le in the presence of Pd(0) or An(3+) the 5-ethoxycarbonyl-4-propargyl -1,4-dihydropyridazine was obtained by ring opening and ring expansion reaction. The propargylic side chain of 1-ureido-3-propargylpyrroles and reido-3-propargyl-3-phosphono-1H-pyrrol-2(3H)-ones was functionali sed by means of palladium and/or copper catalysed coupling reactions w ith aryl or vinyl triflates and halides.