Silicon-based thiourea-mediated and microwave-assisted thio-Michael addition under solvent-free reaction conditions

2011 ◽  
Vol 65 (5) ◽  
Author(s):  
Kamalakannan Prabakaran ◽  
Machindra Gund ◽  
Tae Kim ◽  
Euh Jeong ◽  
Chae Oh ◽  
...  
Keyword(s):  
Michael Addition ◽  
Carbonyl Compounds ◽  
Addition Reaction ◽  
Solvent Free ◽  
Michael Addition Reaction ◽  
Reaction Conditions ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
Silicon Based ◽  
Solvent Free Reaction

AbstractSilicon-based thiourea (SiliaBond® Thiourea) (Si-THU), a heterogeneous catalyst, has been applied to the highly selective C-S bond formation via Michael addition of thiols to α,β-unsaturated carbonyl compounds under solvent-free conditions at 55–60°C. The thio-Michael addition products were obtained in an excellent yield under optimised conditions. This methodology involving a metal-free as well as a metal scavenger catalyst has been found to be an alternative method for the thio-Michael addition reaction.

A facile synthesis of β-amino carbonyl compounds through an aza-Michael addition reaction under solvent-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (20) ◽  
pp. 10188 ◽  
Author(s):  
Chao Huang ◽  
Yanqing Yin ◽  
Jiahui Guo ◽  
Jiong Wang ◽  
Baomin Fan ◽  
...  
Keyword(s):  
Michael Addition ◽  
Carbonyl Compounds ◽  
Addition Reaction ◽  
Solvent Free ◽  
Michael Addition Reaction ◽  
Facile Synthesis ◽  
Solvent Free Conditions

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.

Environmental Friendly Synthesis of Novel Isatin Ketal and Isatin Schiff Base Derivatives Using Michael Addition Reaction under Solvent-Free Conditions

2012 ◽  
Vol 30 (4) ◽  
pp. 891-899 ◽  
Author(s):  
Gholamhassan Imanzadeh ◽  
Zahra Soltanizadeh ◽  
Ali Khodayari ◽  
Mohammadreza Zamanloo ◽  
Yagoub Mansoori ◽  
...  
Keyword(s):  
Schiff Base ◽  
Michael Addition ◽  
Addition Reaction ◽  
Solvent Free ◽  
Michael Addition Reaction ◽  
Schiff Base Derivatives ◽  
Environmental Friendly ◽  
Solvent Free Conditions
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