The reaction of primary aromatic amines with alkylene carbonates for the selective synthesis of bis-N-(2-hydroxy)alkylanilines: the catalytic effect of phosphonium-based ionic liquids

2010 ◽  
Vol 8 (22) ◽  
pp. 5187 ◽  
Author(s):  
Maurizio Selva ◽  
Massimo Fabris ◽  
Vittorio Lucchini ◽  
Alvise Perosa ◽  
Marco Noè
Keyword(s):  
Ionic Liquids ◽  
Aromatic Amines ◽  
Catalytic Effect ◽  
Selective Synthesis ◽  
Primary Aromatic Amines

scholarly journals Room-Temperature, Base-Mediated Selective Synthesis of 2-(Arylamino)ethanols and 2-Aryloxyethanols

SynOpen ◽  
2019 ◽  
Vol 03 (04) ◽  
pp. 124-137 ◽  
Author(s):  
Rahul B. Sonawane ◽  
Swapnali R. Sonawane ◽  
Nishant K. Rasal ◽  
Sangeeta V. Jagtap
Keyword(s):  
Functional Groups ◽  
Aromatic Amines ◽  
Room Temperature ◽  
Alkyl Halide ◽  
Selective Synthesis ◽  
Formal Synthesis ◽  
Mild Conditions ◽  
Primary Aromatic Amines

A simple and efficient protocol for base-mediated selective synthesis of 2-(arylamino)ethanols from primary aromatic amines and 2-aryloxyethanols from phenols, promoted by K2CO3 has been achieved under mild conditions. Even in presence of excess alkyl halide, selective mono-N-alkylation has been achieved. Tolerance of a variety of functional groups is demonstrated by 15 examples of selective N-alkylation of aromatic amines and 19 examples of O-alkylation of phenols. The efficacy of the protocol is demonstrated by the formal synthesis of Ticlopidine­®, Vildagliptin®, Quetiapine®, and Gemfibrozil®.

Synergetic catalytic effect of ionic liquids and ZnO nanoparticles on the selective synthesis of 1,2-disubstituted benzimidazoles using a ball-milling technique

2015 ◽  
Vol 17 (8) ◽  
pp. 4263-4270 ◽  
Author(s):  
Hemant Sharma ◽  
Navneet Kaur ◽  
Narinder Singh ◽  
Doo Ok Jang
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ball Milling ◽  
Zno Nanoparticles ◽  
Catalytic Effect ◽  
Solvent Free ◽  
Selective Synthesis ◽  
Ball Milling Technique

A solvent-free selective synthesis of 1,2-disubstituted benzimidazoles was developed in the presence of recyclable ionic liquid-coated ZnO-nanoparticles using a ball-milling technique.

Catalyst- and solvent-free Csp2-H functionalization of 4-hydroxycoumarins via C-3 dehydrogenative aza-coupling under ball-milling

2021 ◽  
Author(s):  
Goutam Brahmachari ◽  
Indrajit Karmakar ◽  
Pintu Karmakar
Keyword(s):  
Ball Milling ◽  
Aromatic Amines ◽  
Solvent Free ◽  
One Pot ◽  
Biologically Relevant ◽  
Tert Butyl ◽  
Three Component Reaction ◽  
Primary Aromatic Amines

A one-pot procedure for the synthesis of biologically relevant coumarin-hydrazones by a three-component reaction between 4-hydrocoumarins, primary aromatic amines and tert-butyl nitrite under ball-milling in the absence of any catalyst/additive...

scholarly journals Synthesis of Organic Ligands via Reactions of 4-Benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione with N-Nucleophiles

2020 ◽  
Vol 2020 ◽  
pp. 1-9
Author(s):  
Hassan Kabirifard ◽  
Pardis Hafez Taghva ◽  
Hossein Teimouri ◽  
Niloofar Koosheshi ◽  
Parastoo Javadpour ◽  
...  
Keyword(s):  
High Temperature ◽  
Carbonyl Group ◽  
Aromatic Amines ◽  
Room Temperature ◽  
Organic Ligands ◽  
Carboxyl Group ◽  
Primary Aromatic Amines

The reaction of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione (1) with aminoheteroaryls, lamotrigine, 1,3-diaminoheteroaryls, dapsone, NH2R (hydroxylamine, DL-1-phenylethylamine, and metformin), and 4,4′-bipyridine in THF/H2O (1 : 1) at room temperature led to 3-N-phenylthiocarbamoyl-2-butenamides 2–5, while that with naphthylamines and 1,3-phenylenediamine in ethanol at high temperature led to 5-phenylamino-2,5-dihydrothiophene-2-ones 6–8 as organic ligands in the medium to good yields. These showed the nucleophilic attacks of N-nucleophiles, except primary aromatic amines, on thioester carboxyl group (C-2) of thiophene-2,3-dione ring 1. However, the nucleophilic attacks of primary aromatic amines on the carbonyl group (C-3) of thiophene-2,3-dione 1 occurred in the form of substituted thiophenes.

Preparation of aromatic amines by copper-catalyzed coupling of boronic acids with aqueous ammonia

2010 ◽  
Vol 88 (9) ◽  
pp. 964-968 ◽  
Author(s):  
Zhaoqiong Jiang ◽  
Zhiqing Wu ◽  
Lixia Wang ◽  
Di Wu ◽  
Xiangge Zhou
Keyword(s):  
Aromatic Amines ◽  
Aqueous Ammonia ◽  
Environmentally Friendly ◽  
Boronic Acids ◽  
Reaction Conditions ◽  
Highly Efficient ◽  
Primary Aromatic Amines

A simple, highly efficient, and environmentally friendly protocol for the synthesis of primary aromatic amines by catalytic coupling of aromatic boronic acids with aqueous ammonia has been developed by using commercial and inexpensive CuSO4·5H2O as catalyst without addition of other solvents under mild reaction conditions.

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