A simple Cu(OAc)2 catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired ...A simple Cu(OAc)2 catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired products in moderate to excellent yields, using Cu(OAc)2 as the catalyst and Et3N as the solvent.展开更多
The Co(II) complex I and ammonium salt II were synthesized from the direct reaction of 1,2-ethylenediamine and cobaltous acetate tetrahydrate and manganese acetate tetrahydrate in anhydrous ethanol. Treatment of N,N...The Co(II) complex I and ammonium salt II were synthesized from the direct reaction of 1,2-ethylenediamine and cobaltous acetate tetrahydrate and manganese acetate tetrahydrate in anhydrous ethanol. Treatment of N,N'-bis(salicylidene)ethylenediamine with Cu(OAc)2·H2O results in the formation of Cu(II) complex III. C14H37CoNaO8 (I): triclinic, space group P1, a = 8.6296(12), b = 12.0291(17), c = 12.1108(17) A, α = 75.335(2), β = 69.991(2), γ = 72.248(2)°, V= 1109.4(3) A3, Z = 2, ρcaloa = 1.342 g/cm3, the final R= 0.0342 for 4817 observed reflections with I 〉 2σ(I) and Rw = 0.1263 for all data. C6H16N204 (II): space group P1, a = 5.5513(10), b = 5.5589(11), c = 7.4437(14) A, α = 94.332(4), β = 104.497(4), γ = 103.487(4)°,V= 214.06(7) A3, Z = 1, ρcalcd = 1.398 g/cm3, the final R = 0.0431 for 829 observed reflections with I〉 2σ(I) and Rw = 0.1263 for all data. C14H37CuN40 (III), space group P21/n, a = 9.050(9), b = 18.434(17), c = 11.659(11) A, β = 107.134(19)°, V= 1859(3) A3, Z = 4, ρcalcd =1.443 g/cm3, the final R = 0.0616 for 3308 observed reflections (O 〉 2σ(I)) and Rw = 0.1229 for all data. Their structures were all determined by X-ray diffraction, elemental analysis and IR.展开更多
Excellent results have been achieved in the Cu(OAc)2-catalyzed Sonogashira cross-couplings of aryl iodides and activated aryl bromides utilizing TBAF (tetrabutylammonium fluoride) as the base and 4,6-dimethoxypyri...Excellent results have been achieved in the Cu(OAc)2-catalyzed Sonogashira cross-couplings of aryl iodides and activated aryl bromides utilizing TBAF (tetrabutylammonium fluoride) as the base and 4,6-dimethoxypyrimidin-2-amine as the ligand. It is noteworthy that the reaction is conducted under aerobic, solvent-free and palladium-free conditions.展开更多
The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol%Cu(OAc)_(2)·H_(2)O and 15 mol%2,2'-biimidazole works at 80℃in DMSO for 3 h to provide a ...The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol%Cu(OAc)_(2)·H_(2)O and 15 mol%2,2'-biimidazole works at 80℃in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields.展开更多
Functionalized alkylzinc iodides will undergo 1,4-conjugation reaction with derivatives of β-nitrostyrene in the presence of Cu(OAc)2/LiCl to afford a polyfunctional nitro-compound in high yield.
A novel Cu(OAc)_(2)•H_(2)O catalyzed coupling reaction of N-substituted-2-iodobenzamides with malononitrile to afford N-substituted-3-amino-4-cyano-isoquinoline-1(2H)-ones is described.The reaction proceeded in DMSO a...A novel Cu(OAc)_(2)•H_(2)O catalyzed coupling reaction of N-substituted-2-iodobenzamides with malononitrile to afford N-substituted-3-amino-4-cyano-isoquinoline-1(2H)-ones is described.The reaction proceeded in DMSO at 90℃ for 5 h in nitrogen without external ligands.展开更多
An efficient strategy for the synthesis of a variety of 3-methyleneisoindolin-1-ones has been developed. The re- action proceeded from coupling of 2-iodobenzamides (or 2-bromobenzamides) and terminal alkynes via Cu...An efficient strategy for the synthesis of a variety of 3-methyleneisoindolin-1-ones has been developed. The re- action proceeded from coupling of 2-iodobenzamides (or 2-bromobenzamides) and terminal alkynes via Cu(OAc)2.H20/2,2'-biimidazole catalyzed in DMF at 60 ~C and subsequent additive cyclization produced substi- tuted 3-methyleneisoindolin-1-ones in good to excellent yields.展开更多
文摘A simple Cu(OAc)2 catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired products in moderate to excellent yields, using Cu(OAc)2 as the catalyst and Et3N as the solvent.
文摘The Co(II) complex I and ammonium salt II were synthesized from the direct reaction of 1,2-ethylenediamine and cobaltous acetate tetrahydrate and manganese acetate tetrahydrate in anhydrous ethanol. Treatment of N,N'-bis(salicylidene)ethylenediamine with Cu(OAc)2·H2O results in the formation of Cu(II) complex III. C14H37CoNaO8 (I): triclinic, space group P1, a = 8.6296(12), b = 12.0291(17), c = 12.1108(17) A, α = 75.335(2), β = 69.991(2), γ = 72.248(2)°, V= 1109.4(3) A3, Z = 2, ρcaloa = 1.342 g/cm3, the final R= 0.0342 for 4817 observed reflections with I 〉 2σ(I) and Rw = 0.1263 for all data. C6H16N204 (II): space group P1, a = 5.5513(10), b = 5.5589(11), c = 7.4437(14) A, α = 94.332(4), β = 104.497(4), γ = 103.487(4)°,V= 214.06(7) A3, Z = 1, ρcalcd = 1.398 g/cm3, the final R = 0.0431 for 829 observed reflections with I〉 2σ(I) and Rw = 0.1263 for all data. C14H37CuN40 (III), space group P21/n, a = 9.050(9), b = 18.434(17), c = 11.659(11) A, β = 107.134(19)°, V= 1859(3) A3, Z = 4, ρcalcd =1.443 g/cm3, the final R = 0.0616 for 3308 observed reflections (O 〉 2σ(I)) and Rw = 0.1229 for all data. Their structures were all determined by X-ray diffraction, elemental analysis and IR.
基金Project supported by the Key Project of Chinese Ministry of Education (No. 206102), Fok Ying Dong Education Foundation (No. 101012), Scientific Research Fund of Hunan Provincial Education Department (No. 05B038), Hunan Provincial Natural Science Foundation of China (No. 05JJ1002) and the National Natural Science Foundation of China (Nos. 20572020 and 20202002)
文摘Excellent results have been achieved in the Cu(OAc)2-catalyzed Sonogashira cross-couplings of aryl iodides and activated aryl bromides utilizing TBAF (tetrabutylammonium fluoride) as the base and 4,6-dimethoxypyrimidin-2-amine as the ligand. It is noteworthy that the reaction is conducted under aerobic, solvent-free and palladium-free conditions.
基金This work was supported by the Team Innovation Project of Soochow University.
文摘The classical Ullmann C-S cross coupling reaction of aryl iodides with aromatic/alkyl thiols under catalysis of 15 mol%Cu(OAc)_(2)·H_(2)O and 15 mol%2,2'-biimidazole works at 80℃in DMSO for 3 h to provide a variety of aryl sulfides in good to excellent yields.
文摘Functionalized alkylzinc iodides will undergo 1,4-conjugation reaction with derivatives of β-nitrostyrene in the presence of Cu(OAc)2/LiCl to afford a polyfunctional nitro-compound in high yield.
基金We thank the National Natural Science Foundation of China(Nos.20772088 and 21172163)a project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions for funding this work.
文摘A novel Cu(OAc)_(2)•H_(2)O catalyzed coupling reaction of N-substituted-2-iodobenzamides with malononitrile to afford N-substituted-3-amino-4-cyano-isoquinoline-1(2H)-ones is described.The reaction proceeded in DMSO at 90℃ for 5 h in nitrogen without external ligands.
文摘An efficient strategy for the synthesis of a variety of 3-methyleneisoindolin-1-ones has been developed. The re- action proceeded from coupling of 2-iodobenzamides (or 2-bromobenzamides) and terminal alkynes via Cu(OAc)2.H20/2,2'-biimidazole catalyzed in DMF at 60 ~C and subsequent additive cyclization produced substi- tuted 3-methyleneisoindolin-1-ones in good to excellent yields.