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)-pyrr ole, 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-phosphone-1H-pyrrol-2(3H)-ones was functionalised by means of palladium and/or copper catalysed coupling reactions with aryl or vinyl triflates and halides.
Synthesis and transition metal catalysed reactionsnext term 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 / A. Arcadi, O.A. Attanasi, L. De Crescentini, E. Rossi, F. Serra-Zanetti. - In: TETRAHEDRON. - ISSN 0040-4020. - 52:11(1996), pp. 3997-4012.
Synthesis and transition metal catalysed reactionsnext term 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
E. RossiPenultimo
;
1996
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)-pyrr ole, 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-phosphone-1H-pyrrol-2(3H)-ones was functionalised by means of palladium and/or copper catalysed coupling reactions with aryl or vinyl triflates and halides.Pubblicazioni consigliate
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