Michael addition;
thiol;
alpha;
beta-unsaturated carbonyl;
copper(II) tetrafluoroborate;
catalyst;
D O I:
10.1016/j.tetlet.2005.01.051
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Copper(II) tetrafluoroborate has been found to be a new and highly efficient catalyst for Michael addition of thiols to alpha,beta-unsaturated carbonyl compounds under solvent-free conditions and in H2O at room temperature. The reactions are very fast and are completed in 2 min to 1 h affording high yields. The rate of thiol addition was dependent on the steric hindrance at the beta-carbon of the alpha,beta-unsaturated carbonyl substrate. In the case of chalcones, the reactions are best carried out in MeOH as solvent. (C) 2005 Elsevier Ltd. All rights reserved.
机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
Lu, XY
Lin, SH
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机构:
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
机构:
Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06123 Perugia, ItalyUniv Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, Italy
Castrica, L.
Fringuelli, F.
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机构:
Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06123 Perugia, ItalyUniv Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, Italy
Fringuelli, F.
Lanari, D.
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机构:
Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06123 Perugia, ItalyUniv Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, Italy
Lanari, D.
Pizzo, F.
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机构:
Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06123 Perugia, ItalyUniv Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, Italy
Pizzo, F.
Vaccaro, L.
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机构:
Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06123 Perugia, ItalyUniv Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, Italy