Theoretical free energy profile and benchmarking of functionals for amino-thiourea organocatalyzed nitro-Michael addition reaction

2020 ◽  
Vol 22 (20) ◽  
pp. 11529-11536 ◽  
Author(s):  
Josefredo R. Pliego
Keyword(s):  
Free Energy ◽  
Michael Addition ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Catalytic Process ◽  
Addition Reactions ◽  
Energy Profile ◽  
Michael Addition Reaction ◽  
Free Energy Profile

Amino-thiourea organocatalysis is an important catalytic process for enantioselective conjugate addition reactions.

scholarly journals Michael Addition of Imidazole to α, β -Unsaturated Carbonyl/Cyano Compound

2018 ◽  
Vol 5 (1) ◽  
pp. 18-31
Author(s):  
Seetaram Mohapatra ◽  
Nilofar Baral ◽  
Nilima Priyadarsini Mishra ◽  
Pravati Panda ◽  
Sabita Nayak
Keyword(s):  
Organic Chemistry ◽  
Amino Acids ◽  
Anticancer Agents ◽  
Michael Addition ◽  
Addition Reaction ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Michael Addition Reaction ◽  
Cyano Compounds ◽  
Nitrogen Bond

Introduction: Aza-Michael addition is an important reaction for carbon-nitrogen bond formation in synthetic organic chemistry. Expalantion: Conjugate addition of imidazole to α,β-unsaturated carbonyl/cyano compounds provides significant numbers of the biologically and synthetically interesting products, such as β-amino acids and β-lactams, which have attracted great attention for their use as key intermediates of anticancer agents, antibiotics and other drugs. Conclusion: This review addresses most significant method for the synthesis of N-substituted imidazole derivatives following Michael addition reaction of imidazole to α,β-unsaturated carbonyl/cyano compounds using ionic liquid/base/acid/enzyme as catalysts from year 2007-2017.

Synthesis of functionalized isoxazole–oxindole hybrids via on water, catalyst free vinylogous Henry and 1,6-Michael addition reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (100) ◽  
pp. 81768-81773 ◽  
Author(s):  
Sakkani Nagaraju ◽  
Neeli Satyanarayana ◽  
Banoth Paplal ◽  
Anuji K. Vasu ◽  
Sriram Kanvah ◽  
...  
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Addition Reactions ◽  
Michael Addition Reaction ◽  
Henry Reaction ◽  
Catalyst Free

Various isoxazole–oxindole hybrids were synthesized via vinylogous Henry reaction of 3,5-dimethyl-4-nitroisoxazole and isatin under catalyst free conditions in water. The products obtained were functionalized using 1,6-Michael addition reaction.

Synthesis of pyrrolidine-3-carboxylic acid derivatives via asymmetric Michael addition reactions of carboxylate-substituted enones

2017 ◽  
Vol 15 (29) ◽  
pp. 6089-6092 ◽  
Author(s):  
Feng Yin ◽  
Ainash Garifullina ◽  
Fujie Tanaka
Keyword(s):  
Carboxylic Acid ◽  
Michael Addition ◽  
Addition Reaction ◽  
Reaction System ◽  
Addition Reactions ◽  
Michael Addition Reaction ◽  
Asymmetric Michael Addition

An enantioselective Michael addition reaction system was developed. Using the reaction system, 5-methylpyrrolidine-3-carboxylic acid was synthesized in two steps.

Preparation of a chiral Pt12 tetrahedral cage and its use in catalytic Michael addition reaction

2018 ◽  
Vol 54 (38) ◽  
pp. 4814-4817 ◽  
Author(s):  
Imtiyaz Ahmad Bhat ◽  
Anthonisamy Devaraj ◽  
Prodip Howlader ◽  
Ki-Whan Chi ◽  
Partha Sarathi Mukherjee
Keyword(s):  
Michael Addition ◽  
Self Assembly ◽  
Addition Reaction ◽  
Addition Reactions ◽  
Stoichiometric Ratio ◽  
Michael Addition Reaction ◽  
Methanol Mixture ◽  
Hexadentate Ligand ◽  
The Michael Addition

A chiral M12L4 molecular tetrahedron (T) was synthesized by self-assembly of chiral cis-[(1S,2S)-dch]Pt(NO3)2 (M) with a hexadentate ligand (L) in 3 : 1 stoichiometric ratio. The cage T was found to catalyze the Michael addition reactions of series of nitrostyrene derivatives with indole in (9 : 1) water–methanol mixture.

Zinc complexes supported by pyridine-N-oxide ligands: synthesis, structures and catalytic Michael addition reactions

2020 ◽  
Vol 49 (35) ◽  
pp. 12365-12371
Author(s):  
Xiu-Fang Mo ◽  
Chang-Feng Xiong ◽  
Ze-Wen Chen ◽  
Chao Liu ◽  
Piao He ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Michael Addition ◽  
Addition Reaction ◽  
Zinc Complexes ◽  
Addition Reactions ◽  
Michael Addition Reaction ◽  
Highly Efficient

Zinc complexes supported by pyridine-N-oxide ligands show highly efficient catalysis for Michael addition reaction. The NMR and MS experiments analysis displays intermediate [Zn(SR)2(HSR)4] has real catalytic activity for the addition reactions.

scholarly journals Asymmetric Michael addition reactions of pyrrolones with chalcones catalyzed by vicinal primary-diamine salts

RSC Advances ◽  
2017 ◽  
Vol 7 (39) ◽  
pp. 24547-24550 ◽  
Author(s):  
Xiaolei Du ◽  
Dawei Yin ◽  
Zemei Ge ◽  
Xin Wang ◽  
Runtao Li
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Addition Reactions ◽  
Michael Addition Reaction ◽  
Asymmetric Michael Addition

The asymmetric Michael addition reaction of pyrrolones with chalcones catalyzed by vicinal primary-diamine salts has been developed in good yields and high enantioselectivities.

Highly enantioselective Michael addition reactions of 2-substituted benzofuran-3(2H)-ones to nitroolefins

2015 ◽  
Vol 13 (39) ◽  
pp. 9943-9947 ◽  
Author(s):  
Zhi-Pei Zhang ◽  
Nan Dong ◽  
Xin Li ◽  
Jin-Pei Cheng
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Addition Reactions ◽  
Michael Addition Reaction

A highly enantioselective Michael addition reaction of 2-substituted benzofuran-3(2H)-ones to nitroolefins was promoted by a bifunctional squaramide catalyst.

Novel Brønsted Acidic Ionic Liquids Based on Benzimidazolium Cation: Synthesis and Catalyzed Conjugate Addition of Indoles with α,β-unsaturated Ketones

2011 ◽  
Vol 233-235 ◽  
pp. 977-984
Author(s):  
Bin Wang ◽  
Chen Jiang Liu
Keyword(s):  
Ionic Liquids ◽  
Michael Addition ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Michael Addition Reaction ◽  
Unsaturated Ketones ◽  
Mild Conditions ◽  
Acidic Ionic Liquids ◽  
High Yields ◽  
The Michael Addition

Brønsted acidic ionic liquids based on benzimidazolium cation was synthesized and employed as an efficient catalysts for the Michael addition reaction of indoles to α,β-unsaturated ketones under mild conditions to afford the corresponding conjugate addition products in high yields (90%-98%). The catalyst 1-butyl-3-(3-sulfopropyl)benzimidazolium p-toluenesulfonate ([PSbbim][p-CH3PhSO3]) could be reused at least three times without a noticeably decrease in its activity.

Sulfonic acid-functionalized magnetic nanoparticles as a recyclable and eco-friendly catalyst for atom economical Michael addition reactions and bis indolyl methane synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (4) ◽  
pp. 3023-3030 ◽  
Author(s):  
Hajar Mahmoudi ◽  
Abbas Ali Jafari ◽  
Soroosh Saeedi ◽  
Habib Firouzabadi
Keyword(s):  
Magnetic Nanoparticles ◽  
Michael Addition ◽  
Sulfonic Acid ◽  
Addition Reaction ◽  
Addition Reactions ◽  
Michael Addition Reaction ◽  
Functionalized Magnetic Nanoparticles

Sulfonic acid-functionalized magnetic nanoparticles as a recyclable and eco-friendly catalyst for atom economical Michael addition reaction and bis indolyl methane synthesis.

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