Synthesis of γ-Amino Esters by Copper-Catalyzed Intermolecular 1,2-Aminoalkylation of Alkenes with Amines and α-Bromoalkyl Esters

A new copper-catalyzed intermolecular 1,2-aminoalkylation of alkenes with α-bromoalkyl esters and amines for the synthesis of γ-amino esters is described. Employing the Cu(OTf)2 and 2,2′-bipyridine catalytic system, the three-component reaction allows the formation of two new chemical bonds, including one C–C bond and one C–N bond, in a single reaction, and represents a new alkene difunctionalization using a radical strategy.

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Synthesis and Characterization of Novel Magnetic Nanoparticles Supported Imidazole Ion as an Efficient Catalytic System for the Three-Component Reaction of Arylaldehydes, Malononitrile and α-hydroxy or α-Amino Active Methylene Compounds

Letters in Organic Chemistry ◽

10.2174/1570178614666170329152804 ◽

2017 ◽

Vol 14 (5) ◽

Cited By ~ 6

Author(s):

Mahboobeh Zahedifar ◽

Pourya Mohammadi ◽

Hassan Sheibani

Keyword(s):

Magnetic Nanoparticles ◽

Catalytic System ◽

Synthesis And Characterization ◽

Three Component Reaction ◽

Active Methylene Compounds ◽

Active Methylene

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CuI/Et2NH-Catalyzed One-Pot Highly Efficient Synthesis of 1,4-Disubstituted 1,2,3-Triazoles in Green Solvent Glycerol

Synthesis ◽

10.1055/s-0036-1591557 ◽

2018 ◽

Vol 50 (11) ◽

pp. 2191-2199 ◽

Cited By ~ 4

Author(s):

Yongde Zhao ◽

Shengqiang Guo ◽

Yang Zhou ◽

Bencai Dai ◽

Cuimeng Huo ◽

...

Keyword(s):

Catalytic System ◽

Sodium Azide ◽

Room Temperature ◽

Green Solvent ◽

Efficient Synthesis ◽

One Pot ◽

Highly Efficient ◽

Three Component Reaction ◽

Efficient Route ◽

Terminal Acetylenes

A concise one-pot three-component reaction of organic halides, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solvent glycerol. This procedure used CuI and diethylamine, which are two easily available reagents as the new catalytic system at room temperature.

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ChemInform Abstract: Three-Component Reaction for the Synthesis of Diverse β-Unsaturated α-Amino Esters.

ChemInform ◽

10.1002/chin.201439067 ◽

2014 ◽

Vol 45 (39) ◽

pp. no-no

Author(s):

Helio A. Stefani ◽

Flavia Manarin ◽

Ariane C. S. Sousa ◽

Frederico B. Souza ◽

Witor Ribeiro Ferraz

Keyword(s):

Amino Esters ◽

Three Component Reaction

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ZnO nanoparticle–β-cyclodextrin: a recyclable heterogeneous catalyst for the synthesis of 3-aryl-4H-benzo[1,4]thiazin-2-amine in water

New Journal of Chemistry ◽

10.1039/c5nj03273c ◽

2016 ◽

Vol 40 (8) ◽

pp. 6819-6824 ◽

Cited By ~ 8

Author(s):

Hozeyfa Sagir ◽

Rahila Rahila ◽

Pragati Rai ◽

Prashant Kumar Singh ◽

I. R. Siddiqui

Keyword(s):

Heterogeneous Catalyst ◽

Catalytic System ◽

Zno Nanoparticles ◽

Zno Nanoparticle ◽

One Pot ◽

Three Component Reaction ◽

Recyclable Heterogeneous Catalyst

ZnO nanoparticles and β-cyclodextrin was used as a green catalytic system for the synthesis of benzo[1,4]thiazin-2-amine via a one-pot, three-component reaction of an o-amino thiophenol, aldehydes and isocyanides in excellent yields at 60 °C in water.

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Facile and diverse microwave-assisted synthesis of secondary propargylamines in water using CuCl/CuCl2

RSC Advances ◽

10.1039/c4ra16005c ◽

2015 ◽

Vol 5 (37) ◽

pp. 28921-28924 ◽

Cited By ~ 17

Author(s):

Tran Thi Thu Trang ◽

Denis S. Ermolat'ev ◽

Erik V. Van der Eycken

Keyword(s):

Catalytic System ◽

Primary Amine ◽

Microwave Assisted Synthesis ◽

Microwave Assisted ◽

Highly Efficient ◽

Water As Solvent ◽

Three Component Reaction

A highly efficient microwave-assisted three-component reaction between an aldehyde, a primary amine and an alkyne was developed using an inexpensive Cu(i)/Cu(ii) catalytic system and water as solvent.

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Hydrotalcite Clay+[TBA][OH] Ionic Liquid Combination for Selective Dihydroquinazolines

Current Organocatalysis ◽

10.2174/2213337206666190228111913 ◽

2019 ◽

Vol 6 (1) ◽

pp. 44-51

Author(s):

Vivek Srivastava

Keyword(s):

Ionic Liquid ◽

Catalytic System ◽

Ammonium Acetate ◽

Reaction Pathway ◽

Aromatic Aldehydes ◽

Environmentally Benign ◽

Green Catalyst ◽

Three Component Reaction ◽

High Yields ◽

Operational Simplicity

Background: We are submitting an easy, effective and environmentally benign protocol for the synthesis of 18 different 1,2-dihydroquinazoline derivatives. Methods: We implemented [TMA][OH] ionic liquid mediated hydrotalcite clay catalytic system as a green catalyst to perform this reaction. Results: Three-component reaction pathway was utilized to synthesize 1,2-dihydroquinazoline derivatives using aromatic aldehydes, 2-amino benzophenones, and ammonium acetate with green and recyclable ionic liquid mediated hydrotalcite clay catalytic system. Conclusion: The notable highlights of this method comprise short reaction time, operational simplicity, high yields, and high selectivity. Additionally, the catalyst can be recovered and recycled for up to eight cycles without any loss in catalytic activity.

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