Zinc oxide-tetrabutylammonium bromide tandem as a highly efficient, green, and reusable catalyst for the Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters under solvent-free conditions

2008 ◽  
Vol 86 (4) ◽  
pp. 317-324 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Mohammad Hassan Beyzavi ◽  
Abolfath Parhami ◽  
Ahmad Reza Moosavi Zare ◽  
...  
Keyword(s):  
Zinc Oxide ◽  
Michael Addition ◽  
Tetrabutylammonium Bromide ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Efficient Procedure ◽  
Unsaturated Esters ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
The Michael Addition

An efficient procedure for the synthesis of carboacyclic nucleosides via microwave-assisted Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters in the presence of catalytic amounts of zinc oxide (ZnO) and tetrabutylammonium bromide (TBAB) is described. The reactions proceed rapidly in good to excellent yields.Key words: ZnO–TBAB, green chemistry, Michael addition, nucleobase, solvent-free, microwave.

Zinc oxide as a new, highly efficient, green, and reusable catalyst for microwave-assisted Michael addition of sulfonamides to α,β-unsaturated esters in ionic liquids

2007 ◽  
Vol 85 (6) ◽  
pp. 438-444 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Ahmad Reza Moosavi Zare ◽  
Abolfath Parhami ◽  
Hashem Sharghi ◽  
...  
Keyword(s):  
Zinc Oxide ◽  
Michael Addition ◽  
Catalytic Amount ◽  
Reusable Catalyst ◽  
Efficient Procedure ◽  
Unsaturated Esters ◽  
Microwave Assisted ◽  
Alkyl Derivatives ◽  
High Yields ◽  
Derivatives Of

A simple, clean, and efficient procedure for the green synthesis of some N-alkyl derivatives of sulfonamides is described. Microwave-assisted Michael addition of sulfonamides to α,β-unsaturated esters, in the presence of catalytic amount of zinc oxide (ZnO) in 1-butyl-3-methylimidazolium bromide ([bmim]Br), affords the title compounds in high yields and short reaction times.Key words: zinc oxide, green chemistry, microwave, Michael addition, sulfonamide, ionic liquid.

ChemInform Abstract: Microwave-Assisted Michael Addition of Amides to α,β-Unsaturated Esters under Solvent-Free Conditions.

ChemInform ◽  
2008 ◽  
Vol 39 (36) ◽  
Author(s):  
A. Zare ◽  
A. Hasaninejad ◽  
A. Parhami ◽  
A. R. Moosavi Zare ◽  
A. Khalafi-Nezhad
Keyword(s):  
Michael Addition ◽  
Solvent Free ◽  
Unsaturated Esters ◽  
Microwave Assisted ◽  
Solvent Free Conditions

Zinc Oxide as a New, Highly Efficient, Green, and Reusable Catalyst for Microwave-Assisted Michael Addition of Sulfonamides to α,β-Unsaturated Esters in Ionic Liquids.

ChemInform ◽  
2007 ◽  
Vol 38 (50) ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Ahmad Reza Moosavi Zare ◽  
Parhami Abolfath Parhami Abolfath ◽  
Hashem Sharghi ◽  
...  
Keyword(s):  
Zinc Oxide ◽  
Ionic Liquids ◽  
Michael Addition ◽  
Reusable Catalyst ◽  
Unsaturated Esters ◽  
Microwave Assisted ◽  
Highly Efficient

Use of (R)-Mandelic Acid as Chiral Co-Catalyst in the Michael Addition Reaction Organocatalyzed by (1S,4S)-2-Tosyl-2,5-diazabicyclo[2.2.1]heptane under Solvent-Free Conditions

2015 ◽  
Vol 2 (1) ◽  
Author(s):  
C. Gabriela Ávila-Ortiz ◽  
Manuel López-Ortiz ◽  
Alberto Vega-Peñaloza ◽  
Ignacio Regla ◽  
Eusebio Juaristi
Keyword(s):  
Michael Addition ◽  
Mandelic Acid ◽  
Addition Reaction ◽  
Solvent Free ◽  
Reaction Intermediates ◽  
Michael Addition Reaction ◽  
Co Catalyst ◽  
Co Catalysts ◽  
Solvent Free Conditions ◽  
The Michael Addition

AbstractThis article describes a study on the Michael addition reaction of cyclohexanone to nitroolefins catalyzed by the chiral secondary amine (1S,4S)-2-tosyl- 2,5-diazabicyclo[2.2.1]heptane. Reactions were carried out under solvent-free conditions to make them more environmentally friendly. Initially, the observed diastereoand enantioselectivities were moderate to good, but were significantly improved by lowering the reaction temperature. Furthermore, a variety of chiral acids were also tested as co-catalysts in both of their enantiomeric forms, which revealed that (R)-mandelic acid affords excellent results in terms of yield and stereoselectivity. Monitoring the reaction by MS-TOF allowed for the detection of key reaction intermediates, and a reasonable reaction mechanism in which both catalysts are involved is proposed.

scholarly journals Cyanuric Chloride-Catalyzed Michael Addition of Indoles to Nitroolefins under Solvent-Free Conditions

2013 ◽  
Vol 2013 ◽  
pp. 1-5
Author(s):  
Xiao Juan Yang ◽  
Yun Jing
Keyword(s):  
Michael Addition ◽  
Present Method ◽  
Solvent Free ◽  
Cyanuric Chloride ◽  
Reaction Conditions ◽  
Experimental Procedure ◽  
Solvent Free Conditions ◽  
Short Period ◽  
The Michael Addition ◽  
Solvent Free Reaction

Cyanuric chloride is an inexpensive, efficient, and mild catalyst for the Michael addition of indoles to nitroolefins at 70°C under solvent-free conditions. The simple experimental procedure, solvent-free reaction conditions, utilization of an inexpensive and readily available catalyst, short period of conversion, and excellent yields are the advantages of the present method.

Efficient synthesis of 2-indolyl-1-nitroalkanes catalyzed by tetramethyl-tetra-3,4-pyridinoporphyrazinato copper(II) methyl sulfate

2012 ◽  
Vol 16 (02) ◽  
pp. 227-234 ◽  
Author(s):  
Elham Safaei ◽  
Sara Sobhani ◽  
Nasrin Razavi
Keyword(s):  
Michael Addition ◽  
Solvent Free ◽  
New Method ◽  
Reusable Catalyst ◽  
Efficient Synthesis ◽  
Methyl Sulfate ◽  
Solvent Free Conditions

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 been also successfully applied for Michael addition of 3-methyl-1-phenyl-5-pyrazolone with β-nitrostyrenes.

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