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EnglishThe 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 2,5-dimethyl-3-ethoxycarbonyl-4-(2-oxopropyl)-1-(N′-phenylureido)-pyrrole, while in the presence of Pd(0) or Au3+ the 3,6-dimethyl-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 1- ureido-3-propargyl-3-phosphono-1H-pyrrol-2(3H)-ones was functionalised by means of palladium and/or copper catalysed coupling reactions with aryl or vinyl triflates and halides.
| Titolo: | Synthesis and transition metal catalysed reactions of 1-Ureido-3-propargyl-2,3-dihydropyrrol-2-ols, 1-ureido-3-propargylpyrroles and 1-ureido-3-propargyl-3-phosphono-1H-pyrrol-2(3H)-ones |
| Autori: | |
| Data di pubblicazione: | 1996 |
| Rivista: | |
| Abstract: | 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 2,5-dimethyl-3-ethoxycarbonyl-4-(2-oxopropyl)-1-(N′-phenylureido)-pyrrole, while in the presence of Pd(0) or Au3+ the 3,6-dimethyl-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 1- ureido-3-propargyl-3-phosphono-1H-pyrrol-2(3H)-ones was functionalised by means of palladium and/or copper catalysed coupling reactions with aryl or vinyl triflates and halides. |
| Handle: | http://hdl.handle.net/11697/11689 |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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