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.

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.

scholarly journals Silica sulfuric acid: a reusable solid catalyst for one pot synthesis of densely substituted pyrrole-fused isocoumarins under solvent-free conditions

2013 ◽  
Vol 9 ◽  
pp. 2344-2353 ◽  
Author(s):  
Sudipta Pathak ◽  
Kamalesh Debnath ◽  
Animesh Pramanik
Keyword(s):  
Sulfuric Acid ◽  
Low Cost ◽  
Solvent Free ◽  
Primary Amines ◽  
Solid Catalyst ◽  
Silica Sulfuric Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Solvent Free Reaction

A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were formed in good yields. This synthetic method has several advantages such as the employment of solvent-free reaction conditions without the use of any toxic reagents and metal catalysts, the ease of product isolation, the use of a recyclable catalyst, the low cost, the easy availability of the starting materials, and the excellent yields of products.

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 Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions

Molecules ◽  
2017 ◽  
Vol 22 (8) ◽  
pp. 1328 ◽  
Author(s):  
C. Gabriela Avila-Ortiz ◽  
Lenin Díaz-Corona ◽  
Erika Jiménez-González ◽  
Eusebio Juaristi
Keyword(s):  
Michael Addition ◽  
Solvent Free ◽  
Reaction Conditions ◽  
Asymmetric Michael Addition ◽  
Solvent Free Reaction

Rapid synthesis of homoallylic alcohol from aldehyde with allyltributylstannane under solvent-free conditions

2012 ◽  
Vol 90 (2) ◽  
pp. 167-172 ◽  
Author(s):  
Pranjal P. Bora ◽  
H. Atoholi Sema ◽  
Barisha Wahlang ◽  
Ghanashyam Bez
Keyword(s):  
Reaction Time ◽  
Phosphotungstic Acid ◽  
Catalytic Amount ◽  
Solvent Free ◽  
Reaction Conditions ◽  
Rapid Synthesis ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
Solvent Free Reaction

A catalytic amount (2 mol %) of phosphotungstic acid (PTA) is sufficient to synthesize homoallylic alcohol in excellent yields from aldehyde with allyltributylstannane upon grinding under solvent-free reaction conditions. Easy handling, very short reaction time, solvent-free reaction conditions, and aqueous workup free isolation protocol may make our method very useful for synthetic chemists.

scholarly journals A Solvent-Free Protocol for the Green Synthesis of 5-Arylidene-2,4-thiazolidinediones Using Ethylenediamine Diacetate as Catalyst

2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
Yuliang Zhang ◽  
Zhongqiang Zhou
Keyword(s):  
Knoevenagel Condensation ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Work Up ◽  
Solvent Free Reaction

A simple and efficient synthesis of 5-arylidene-2,4-thiazolidinediones by the Knoevenagel condensation of aromatic aldehydes with 2,4-thiazolidinedione catalyzed by ethylenediamine diacetate under solvent-free conditions is described. The major advantages of this method are simple experimental and work-up procedures, solvent-free reaction conditions, small amount of catalyst, short reaction time, high yields, and utilization of an inexpensive and reusable catalyst.

Cyanuric Chloride: an Efficient Catalyst for Ring Opening of Epoxides with Thiols Under Solvent-Free Conditions

2008 ◽  
Vol 61 (3) ◽  
pp. 231 ◽  
Author(s):  
Babasaheb P. Bandgar ◽  
Neeta S. Joshi ◽  
Vinod T. Kamble ◽  
Sanjay S. Sawant
Keyword(s):  
Reaction Time ◽  
Ring Opening ◽  
Solvent Free ◽  
Cyanuric Chloride ◽  
Reaction Conditions ◽  
Efficient Catalyst ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
Ring Opening Of Epoxides

2,4,6-Trichloro-1,3,5-triazine-catalyzed convenient and efficient ring opening of epoxides with thiols under solvent-free conditions is described. Short reaction time, mild reaction conditions, inexpensive and readily available catalyst, and excellent yields of products are attractive features of this methodology.

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.

Highly efficient solvent-free acetylation of alcohols with acetic anhydride catalyzed by recyclable sulfonic acid catalyst (SBA-15–Ph–Pr–SO3H) — An environmentally benign method

2012 ◽  
Vol 90 (5) ◽  
pp. 464-468 ◽  
Author(s):  
Daryoush Zareyee ◽  
Abdollah Razaghi Ghadikolaee ◽  
Mohammad A. Khalilzadeh
Keyword(s):  
Acetic Anhydride ◽  
Sulfonic Acid ◽  
Acid Catalyst ◽  
Solvent Free ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Experimental Procedure ◽  
Solvent Free Conditions ◽  
Reaction Cycles ◽  
Thermal Stable

The catalytic activity of highly thermal stable, hydrophobic, and complete heterogeneous propylsulfonic acid functionalized nanostructured SBA-15 for excellent acetylation of alcohols and phenols with acetic anhydride at ambient temperature in solvent-free conditions was examined under environmentally benign reaction conditions. The salient features of this protocol are the absence of solvent, a green experimental procedure, and simple reusability of the catalyst (at least five reaction cycles).

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