ChemInform Abstract: An Efficient Oxa-Michael Addition to Diethyl Vinylphosphonate under Mild Reaction Conditions.

Seventeen examples of 2,6-diarylspiro[cyclohexane-1,3′-indoline]-2′4-diones were efficiently prepared by the Cs2CO3-catalysed chemoselective double Michael additions of indolin-2-one to divinyl ketones. This method has the advantage of high chemoselectivity, mild reaction conditions, high yield and atom- and step-economy.

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Rapid room-temperature polymerization of bio-based multiaziridine-containing compounds

RSC Advances ◽

10.1039/c4ra10335a ◽

2015 ◽

Vol 5 (2) ◽

pp. 1557-1563 ◽

Cited By ~ 3

Author(s):

Ruqi Chen ◽

Jason S. Chen ◽

Chaoqun Zhang ◽

Michael R. Kessler

Keyword(s):

Soybean Oil ◽

Michael Addition ◽

Room Temperature ◽

Epoxidized Soybean Oil ◽

Reaction Conditions ◽

Acrylated Epoxidized Soybean Oil

Successful Michael addition under mild reaction conditions resulted in the grafting of 2-methyl aziridine onto acrylated epoxidized soybean oil, and the aziridine content was titrated as 0.00413 mol g−1.

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Synthesis of 4-arylethyl-6-arylpyrimidine-2-thiols through aza-Michael addition/nucleophilic addition/aromatization tandem reactions

Heterocyclic Communications ◽

10.1515/hc-2017-0169 ◽

2018 ◽

Vol 24 (1) ◽

pp. 23-26

Author(s):

Zheng Li ◽

Wenli Song ◽

Jiaojiao He ◽

Yan Du ◽

Jingya Yang

Keyword(s):

Efficient Method ◽

Michael Addition ◽

Nucleophilic Addition ◽

Tandem Reactions ◽

Reaction Conditions ◽

High Yields ◽

Work Up

Abstract An efficient method for the synthesis of the title compounds by reactions of divinyl ketones with thiourea is described. This protocol has the advantages of high yields, mild reaction conditions and simple work-up procedure.

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An efficient and eco-friendly method for the thiol-Michael addition in aqueous solutions using amino acid ionic liquids (AAILs) as organocatalysts

Pure and Applied Chemistry ◽

10.1515/pac-2019-0212 ◽

2020 ◽

Vol 92 (1) ◽

pp. 97-106

Author(s):

Roberto Figueroa Guíñez ◽

José G. Santos ◽

Ricardo A. Tapia ◽

Jackson J. Alcazar ◽

Margarita E. Aliaga ◽

...

Keyword(s):

Aqueous Solution ◽

Ionic Liquids ◽

Amino Acid ◽

Efficient Method ◽

Michael Addition ◽

Rate Constants ◽

Michael Reaction ◽

High Rate ◽

Reusable Catalyst ◽

Reaction Conditions

AbstractA series of amino-acid based ionic liquids (Bmim[AA]s) have been synthesized and evaluated as catalysts, in aqueous solution. The results of a kinetic study of the thiol-Michael reaction of L-Cysteine with trans-β-nitrostyrene demonstrated the advantages of using (Bmim[AA]s) as organocatalysts. The benefits include high rate constants; mild reaction conditions; and, a reusable catalyst, which leads to a simple and efficient method for these important kinds of reactions.

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Diversity-Oriented Synthesis via Catalyst-Free Addition of Ketones to [e]-Fused 1H-Pyrrole-2,3-diones

Synthesis ◽

10.1055/s-0037-1610647 ◽

2018 ◽

Vol 50 (24) ◽

pp. 4897-4904 ◽

Cited By ~ 3

Author(s):

Ekaterina Stepanova ◽

Andrey Maslivets ◽

Svetlana Kasatkina ◽

Maksim Dmitriev

Keyword(s):

Intramolecular Cyclization ◽

Aromatic Hydrocarbons ◽

Michael Addition ◽

Aldol Reaction ◽

Synthetic Approach ◽

Reaction Conditions ◽

Diversity Oriented Synthesis ◽

Catalyst Free ◽

Solvent Free Conditions ◽

Reaction Proceeds

A facile synthetic approach towards two distinct pyrrole-based heterocyclic scaffolds has been developed by the interaction of 1H-pyrrole-2,3-diones fused at the [e]-side to a 1,4-benzoxazin-2-one or quinoxalin-2(1H)-one moiety with ketones. The described interaction proceeds either as an aldol reaction or as a Michael addition/intramolecular cyclization depending on the reaction conditions. The disclosed aldol reaction proceeds with good diastereoselectivity under catalyst-free conditions when the reaction is carried out in aromatic hydrocarbons. Products of the cascade Michael addition/intramolecular cyclization reaction are predominantly formed under catalyst-free and solvent-free conditions. The proposed strategy provides facile access to pharmaceutically interesting pyrrole-based polyheterocycles.

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Template catalysis by manganese pincer complexes: oxa- and aza-Michael additions to unsaturated nitriles

Chemical Science ◽

10.1039/c9sc03269j ◽

2019 ◽

Vol 10 (39) ◽

pp. 8990-8994 ◽

Cited By ~ 9

Author(s):

Shan Tang ◽

David Milstein

Keyword(s):

Michael Addition ◽

Room Temperature ◽

Pincer Complexes ◽

Reaction Conditions ◽

Michael Additions

Manganese-catalyzed oxa- and aza-Michael addition to unsaturated nitriles was achieved at room temperature under base-free reaction conditions.

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Cinchona alkaloid-based chiral catalysts act as highly efficient multifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroolefins

Organic & Biomolecular Chemistry ◽

10.1039/c5ob01351h ◽

2015 ◽

Vol 13 (40) ◽

pp. 10216-10225 ◽

Cited By ~ 16

Author(s):

Veeramanoharan Ashokkumar ◽

Ayyanar Siva

Keyword(s):

Michael Addition ◽

Quaternary Ammonium ◽

Conjugate Addition ◽

Quaternary Ammonium Salts ◽

Cinchona Alkaloid ◽

Ammonium Salts ◽

Addition Reactions ◽

Chiral Catalysts ◽

Reaction Conditions ◽

Highly Efficient

New pentaerythritol tetrabromide based chiral quaternary ammonium salts have been prepared and used as organocatalysts for enantioselective Michael addition reactions between various nitroolefins and Michael donors under mild reaction conditions with very good chemical yields and ee's.

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

Journal of Chemistry ◽

10.1155/2013/429235 ◽

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.

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