Catalyst free Michael addition of 3-methyl-2-pyrazolin-5-one to β-nitrostyrenes 'on water': A green protocol for facile synthesis of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ol
A highly efficient and green protocol has been developed for the synthesis of 4-(1-aryl-2-nitroethyl)-3-methyl-1H-pyrazol-5-ol via Michael addition of 3-methyl-2-pyrazolin-5-one with β-nitrostyrenes under catalyst free conditions on aqueous medium. A series of 4-(1-aryl-2-nitroethyl)-3-methyl-1H- pyrazol-5-ols have been synthesized with good to excellent yield. C-alkylated product was observed exclusively with 3-methyl-2-pyrazolin-5-one without formation of N-alkylated product.
2-Hydroxyethylammonium acetate as a reusable and cost-effective ionic liquid for the efficient synthesis of bis(pyrazolyl)methanes and 2-pyrazolyl-1-nitroalkanes
A new and convenient method for the synthesis of bis(pyrazolyl)methanes by one-pot tandem Knoevenagel-Michael reaction of 3-methyl-1-phenyl-5-pyrazolone with aryl, heteroaryl, or alkyl aldehydes in the presence of 2-hydroxyethylammonium acetate (2-HEAA) as a task-specific ionic liquid is described. This method was also successfully applied for the synthesis of 2-pyrazolyl-1-nitroalkanes by Michael addition of 3-methyl-1-phenyl-5-pyrazolone with β-nitrostyrenes in short reaction times. The present protocol offers several advantages such as using a reusable and cost-effective ionic liquid, an environmentally benign reaction media, being amenable to scale-up and good to high yields of the products.
Sobhani, Sara,Nasseri, Razieh,Honarmand, Moones
p. 798 - 804
(2013/02/22)
Efficient synthesis of 2-indolyl-1-nitroalkanes catalyzed by tetramethyl-tetra-3,4-pyridinoporphyrazinato copper(II) methyl sulfate
A new method for the synthesis of 2-indolyl-1-nitroalkanes from indoles and β-nitrostyrene via Michael addition catalyzed by [Cu(3,4-tmtppa)] (MeSO4)4 as a reusable catalyst under solvent-free conditions is described. This method has
Safaei, Elham,Sobhani, Sara,Razavi, Nasrin
experimental part
p. 227 - 234
(2012/07/27)
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