- Mild and efficient procedure for michael addition of n-heterocycles to,-unsaturated compounds using anhydrous K3PO4 as catalyst
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Imidazole, 1,2,4-triazole, indole, and benzotriazole undergo conjugate additions with,α,β-unsaturated carbonyl compounds in the presence of anhydrous potassium phosphate at ambient temperature to afford the corresponding Michael adducts in excellent yields.
- Hou, Xueling,Hemit, Helimay,Yong, Jianping,Nie, Lifei,Aisa, Haji Akber
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- N-Methylimidazole as a promising catalyst for the aza-Michael addition reaction of N-heterocycles
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N-Methylimidazole has been shown to be a promising catalyst for aza-Michael reactions. Various N-heterocycles were introduced to α,β-unsaturated carbonyl compounds employing N-methylimidazole (0.05 equiv) in a highly efficient, rapid and high yielding syn
- Bo, Kai Liu,Wu, Qi,Xue, Qi Qian,De, Shui Lv,Xian, Fu Lin
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- Solvent- and Catalyst-Free Aza-Michael Addition of Imidazoles and Related Heterocycles
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This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.
- Gobec, Florian,Kodolitsch, Katharina,Slugovc, Christian
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- A fast and highly efficient protocol for Michael addition of N-heterocycles to α,β-unsaturated compound using basic ionic liquid [bmIm]OH as catalyst and green solvent
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A fast and green protocol for the Michael addition of N-heterocycles to α,β-unsaturated compounds at room temperature was developed using a basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [bmIm]OH, as a catalyst and a reaction medium. The react
- Xu, Jian-Ming,Qian, Chao,Liu, Bo-Kai,Wu, Qi,Lin, Xian-Fu
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- Poly(N-vinylimidazole) as an efficient and recyclable catalyst of the aza-Michael reaction in water
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Poly(N-vinylimidazole) effectively catalyzed Michael addition of 1H-1,2,4-triazole, 3,5-dimethyl-1H-1,2,4-triazole, uracil, oxazolidin-2-one, and succinimide to but-3-en-2-one, cyclohex-2-en-1-one, methyl acrylate, and methyl vinyl sulfone in water at roo
- Beletskaya,Tarasenko,Khokhlov,Tyurin
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scheme or table
p. 461 - 467
(2010/07/06)
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- Promiscuous acylase-catalyzed aza-Michael additions of aromatic N-heterocycles in organic solvent
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A novel and efficient enzymatic promiscuous protocol for aza-Michael addition of aromatic N-heterocycles to α,β-unsaturated compounds has been described. The reactions were catalyzed by promiscuous zinc-active-site acylase in organic solvent at 50 °C. The strategy works with a broad range of N-heterocycles to afford the corresponding Michael adduct with good yields in several hours (0.5-6 h). This catalytic promiscuity is the first example of metal-active-site enzyme-catalyzed aza-Michael addition for aromatic N-heterocycles.
- Qian, Chao,Xu, Jian-Ming,Wu, Qi,Lv, De-Shui,Lin, Xian-Fu
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p. 6100 - 6104
(2008/03/12)
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