- Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water
-
A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of α,β-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation in water.
- Yang, Pengkun,Liu, Yawei,Chai, Ling,Lai, Zhenzhen,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Xu, Hao
-
supporting information
p. 1060 - 1067
(2018/05/23)
-
- Thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids
-
A simple and practical thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids with a 1,2-propanediol group has been developed. All the α,β-unsaturated amides without substituents at the carbon end could smoothly react with su
- Liu, Yawei,Lai, Zhenzhen,Yang, Pengkun,Xu, Yuanqing,Zhang, Wenkai,Liu, Baoying,Lu, Minghua,Chang, Haibo,Ding, Tao,Xu, Hao
-
p. 43104 - 43113
(2017/09/15)
-
- On-water magnetic NiFe2O4 nanoparticle-catalyzed Michael additions of active methylene compounds, aromatic/aliphatic amines, alcohols and thiols to conjugated alkenes
-
Here, we have demonstrated the Michael addition of active methylene compounds, aromatic/aliphatic amines, thiols and alcohols to conjugated alkenes using magnetic nano-NiFe2O4 as reusable catalyst in water. Nano-NiFe2O4 efficiently catalyzed the formation of C-C and C-X (X = N, S, O etc.) bond through 1,4-addition reactions.
- Payra, Soumen,Saha, Arijit,Banerjee, Subhash
-
p. 95951 - 95956
(2016/10/25)
-
- N-heterocyclic carbene catalyzed carba-, sulfa-, and phospha-Michael additions with NHC·CO2 adducts as precatalysts
-
N-heterocyclic carbene catalyzed Michael additions have been revisited with 1,3-dialkyl- or 1,3-diarylimidazol(in)ium-2-carboxylates, that is, NHC·CO2 adducts, as the source of the free NHC catalysts in solution. Using these precatalysts, a number of efficient carba-, sulfa-, and phospha-Michael additions were achieved very conveniently, without the need for an external strong base to generate the NHC by deprotonation of an azolium salt. To further expand the scope of the procedure, some NHC-catalyzed sulfa-Michael/aldol organocascades were also investigated.
- Hans, Morgan,Delaude, Lionel,Rodriguez, Jean,Coquerel, Yoann
-
p. 2758 - 2764
(2014/04/17)
-
- Borax as an efficient metal-free catalyst for hetero-Michael reactions in an aqueous medium
-
Borax, a naturally occurring material, very efficiently catalyzed the conjugate addition of thiols, dithiols and amines to α,β-unsaturated ketones, nitriles, amides, aldehydes and esters in an aqueous medium to afford the corresponding Michael adducts in good yields at room temperature. Recycling of the catalyst and scaling up of the reactions are important attributes of this catalysis. The reactions of thiols and dithiols were relatively more facile than those of the corresponding amines. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
- Hussain, Sahid,Bharadwaj, Saitanya K.,Chaudhuri, Mihir K.,Kalita, Harjyoti
-
p. 374 - 378
(2007/10/03)
-
- Perchloric acid impregnated on silica gel (HClO4/SiO 2): A versatile catalyst for Michael addition of thiols to the electron-deficient alkenes
-
Perchloric acid adsorbed on silica gel (HClO4X/SiO2) has been found to be a highly efficient and versatile catalyst for the Michael addition of thiols to a wide variety of conjugated alkenes such as α,α-unsaturated ketones, carboxylic esters, nitriles, amides and chalcones in dichloromethane or methanol at room temperature. The reactions are completed within 2-20 min in high yields. Some of the additional advantages are: no aqueous work-up is necessary, and the catalyst is also reusable. Moreover, the solid product can be obtained without chromatographic separation. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
- Khan, Abu T.,Ghosh, Subrata,Choudhury, Lokman H.
-
p. 2226 - 2231
(2007/10/03)
-
- Study of the Michael addition of β-cyclodextrin-thiol complexes to conjugated alkenes in water
-
An environmentally benign and highly efficient supramolecular Michael addition of thiols from the secondary side of β-cyclodextrin to α,β-unsaturated compounds at the primary side in water is described in quantitative yields; products of undesirable side
- Krishnaveni, N. Srilakshmi,Surendra,Rao, K. Rama
-
p. 669 - 671
(2007/10/03)
-
- KF/Al2O3-mediated Michael addition of thiols to electron-deficient olefins
-
Potassium fluoride supported on alumina efficiently catalyzes Michael addition of aromatic and aliphatic thiols to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, amides, nitriles and chalcones. The Michael adducts are produced in good to excellent yields and relatively in short times. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency. Copyright Taylor & Francis, Inc.
- Moghaddam, F. Matloubi,Bardajee, G. Rezanejade,Veranlou, R. Oftadeh Chadorneshine
-
p. 2427 - 2433
(2007/10/03)
-
- Merrifield MicroTube(TM) reactors for solid phase synthesis
-
Polystyrene grafted polypropylene MicroTube(TM) reactors (length x OD, 25 x 5 mm) have been functionalized with chloromethyl groups (Merrifield- type) using chloromethyl methyl ether and Lewis acid catalysts. A potentiometric method using a chloride ion selective electrode has been developed to measure the loading of the Merrifield MicroTube(TM) reactors. A typical loading of 25-35 μmol/tube for Merrifield MicroTube(TM) reactors has been achieved. Several reactions performed on Merrifield MicroTube(TM) reactors demonstrated that they are excellent supports for solid phase synthesis. As a result of the ease with which radiofrequency memory tags can be associated with and separated from the supports, these MicroTube(TM) reactors can facilitate the synthesis of combinatorial libraries.
- Li, Rongshi,Xiao, Xiao-Yi,Czarnik, Anthony W.
-
p. 8581 - 8584
(2007/10/03)
-
- Chemistry of O-silylated ketene acetals: A mild and convenient synthesis of β-lactam antibiotics
-
β-Amido sulfoxides (1) reacted with O-silylated ketene acetal (16) in dry acetonitrile in the presence of a catalytic amount of zinc iodide to give the 4-phenylthioazetidin-2-ones (17). Oxidation of 17 with m-chloroperbenzoic acid gave the corresponding s
- Kita,Shibata,Tamura,Miki
-
p. 2225 - 2232
(2007/10/02)
-