42313-52-0Relevant academic research and scientific papers
Polymer coated magnetically separable organocatalyst for C[sbnd]N bond formation via aza-Michael addition
Panwar, Vineeta,Ray, Siddharth S.,Jain, Suman L.
, p. 5026 - 5032 (2016/11/02)
A polyacrylamide coated magnetite (PAM@MNP) catalyst was synthesized by following a two step approach involving the reaction of magnetite (Fe3O4) particles with coupling agent 3-(trimethoxysilyl)propyl methacrylate followed by grafting of acrylamide and subsequent polymerization via surface initiated radical polymerization technique. The synthesized organocatalyst was used for a one-pot aza-Michael addition reaction of amines with electron deficient alkenes to give β-amino carbonyls. The magnetic properties of the synthesized organocatalyst provide it a facile recovery by external magnet which eliminates the problems arising during catalyst separation by conventional filtration.
Chemo/regioselective Aza-Michael additions of amines to conjugate alkenes catalyzed by polystyrene-supported AlCl3
Dai, Liyan,Zhang, Yi,Dou, Qianqian,Wang, Xiaozhong,Chen, Yingqi
, p. 1712 - 1716 (2013/03/13)
A simple and efficient procedure is presented for Aza-Michael additions of various amines with conjugate alkenes bearing electron withdrawing group catalyzed by polystyrene-supported aluminum chloride (Ps-AlCl3) without the use of any solvents. The catalyst shows high catalytic activity for both aromatic amines and aliphatic amines. Chemoselective additions of the two types of amines with conjugate alkenes are achieved. Regioselective additions of two different amino groups in one molecule proceed smoothly. Ps-AlCl 3 has better recyclability and can be reused several times without apparent loss of activity.
Lithium tetrafluoroborate catalyzed highly efficient inter- and intramolecular aza-Michael addition with aromatic amines
Lad,Kulkarni,Desai,Wadgaonkar
experimental part, p. 1059 - 1064 (2012/03/11)
Lithium tetrafluoroborate has been demonstrated for the first time to be an efficient catalyst in intermolecular aza-Michael addition aromatic amines to electron deficient alkenes. Suitability of the same catalyst in intramolecular aza-Michael addition leading 2-aryl-2,3-dihydroquinolin-4(1H) ones has also been described.
Squaric acid as an impressive organocatalyst for Michael addition in water
Azizi, Najmadin,Saki, Elham,Edrisi, Mahtab
experimental part, p. 973 - 977 (2012/05/20)
A simple, green, and environmentally benign protocol for squaric acid (5 mg) catalyst conjugate addition of aromatic amines and thiols to unsaturated carbonyl compounds in water in good to excellent yields is developed. The advantages of low sensitivity toward moisture and oxygen, high tolerance of different functional groups, green reaction media and efficient recyclability make this organocatalyst suitable for both laboratory and industrial scale synthesis of β-substituted carbonyls under very mild conditions.
"On-water" conjugate additions of anilines
Phippen, Christopher B. W.,Beattie, James K.,McErlean, Christopher S. P.
supporting information; experimental part, p. 8234 - 8236 (2010/12/20)
The conjugate addition of anilines onto unsaturated ketones, esters and N-acylpyrroles was investigated. Based on a recently proposed explanation for the phenomenon of on-water catalysis, operationally simple and mild reaction conditions for effecting these addition reactions have been developed. The success of these additions provides further support for the acid-catalysed nature of on-water chemistry.
Functionalized ionic liquid promoted aza-michael addition of aromatic amines
Liu, Xiao-Bing,Lu, Ming,Lu, Ting-Ting,Gu, Guo-Liang
experimental part, p. 1221 - 1226 (2011/10/02)
A functionalized ionic liquid, 3-(N,N-dimethyldodecylammonium) propanesulfonic acid hydrogen sulphate ([DDPA][HSO4]) has been used as catalyst for the aza-Michael reactions of aromatic amines with α,β-unsaturated compounds at room temperature to produce β-amino compounds in good yields. The catalyst can be reused for several times without obvious loss of the catalytic activity.
Aza-michael addition of amines to α,β-unsaturated compounds using molecular iodine as catalyst
Borah, Kalyan Jyoti,Phukan, Mridula,Borah, Ruli
experimental part, p. 2830 - 2836 (2010/11/02)
Aza-Michael adducts are obtained in very good yields by the conjugate addition of aliphatic amines to α,β-unsaturated compounds using molecular iodine as catalyst in dichloromethane at room temperature. Aromatic amines were found to be reactive under reflux in toluene.
Supported cobalt complex-catalysed conjugate addition of indoles, amines and thiols to α,β-unsaturated compounds
Rajabi, Fatemeh,Razavi, Sepideh,Luque, Rafael
experimental part, p. 786 - 789 (2010/09/05)
A highly active and reusable supported Co(ii) complex on SBA-15 shows an excellent activity and selectivity to target products in aza- and thia-Michael conjugate additions of indoles, amines and thiols to α,β-unsaturated compounds under solventless mild reaction conditions. The Co-catalyst was also highly reusable and comparably more active than related catalysts in the reaction.
Solvent free synthesis of some substituted 1,2,4-triazoles using zeolite nay as a reusable solid support and catalyst
Rawal, Manish K.,Sitha, Diwaker,Ameta, Rakshit,Chittora, Anil K.,Punjabi, Pinki B.
, p. 169 - 170 (2013/09/23)
NaY zeolite has been employed as a solid support and catalyst for the clean and solvent free synthesis of some substituted 1,2,4-triazoles under microwave irradiation. The compounds were characterized on the basis of their elemental analysis and spectral data.
