Nucleophilic aromatic substitution. Reactivity of thiomethoxide ion with some, halogeno-aromatic compounds.

1967 ◽  
Vol 8 (30) ◽  
pp. 2899-2904 ◽  
Author(s):  
L. Di Nunno ◽  
P.E. Todesco
Keyword(s):  
Aromatic Compounds ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution

Synthesis of dye functionalized xerogels via nucleophilic aromatic substitution of fluoro aromatic compounds with aminosilanes

2009 ◽  
Vol 53 (2) ◽  
pp. 328-341 ◽  
Author(s):  
Andreas Seifert ◽  
Katharina Ladewig ◽  
Petra Schönherr ◽  
Katja Hofmann ◽  
Ralf Lungwitz ◽  
...  
Keyword(s):  
Aromatic Compounds ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution

One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol

Synlett ◽  
2019 ◽  
Vol 30 (08) ◽  
pp. 982-986
Author(s):  
Hao Jin ◽  
Zhuo Gao ◽  
Shaodong Zhou ◽  
Chao Qian
Keyword(s):  
Aromatic Compounds ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
One Pot ◽  
Mild Conditions ◽  
Snar Reaction ◽  
Novel Method ◽  
The One ◽  
Application Scope

A novel method for preparing aromatic compounds containing cyclopropoxy via nucleophilic aromatic substitution reaction (SNAr) of fluoroaromatic compounds with cyclopropanol under relatively mild conditions is presented. As compared to the approaches reported previously for preparing 1-(cyclopropyloxy)-2-nitrobenzene, the one proposed in this work is simplified without sacrificing the yields: When the reaction was performed at 75 °C with Cs2CO3 as the base and DMF as solvent, after 6 h the yield was up to 90%. Finally, various fluoroaromatic compounds were employed as substrates for a test that proves a wide application scope of the method.

scholarly journals Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives

2021 ◽  
Author(s):  
Kotaro Kikushima ◽  
Haruka Koyama ◽  
Kazuki Kodama ◽  
Toshifumi Dohi
Keyword(s):  
Aromatic Compounds ◽  
Nucleophilic Aromatic Substitution ◽  
Free Access ◽  
Aromatic Substitution ◽  
Halogen Bonds ◽  
Metal Free ◽  
Potential Applicability ◽  
Selective Substitution ◽  
Snar Reaction

Nucleophilic aromatic substitution (SNAr) reactions can provide metal-free access to synthesize mono-substituted aromatic compounds. We have developed efficient SNAr conditions for p-selective substitution of polyfluoroarenes with phenothiazine in the presence of a mild base to afford the corresponding 10-phenylphenothiazine (PTH) derivatives. The resulting polyfluoroarene-bearing PTH derivatives were subjected to a second SNAr reaction to generate highly functionalized PTH derivatives with potential applicability as photocatalysts for the reduction of carbon–halogen bonds.

scholarly journals Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1365
Author(s):  
Kotaro Kikushima ◽  
Haruka Koyama ◽  
Kazuki Kodama ◽  
Toshifumi Dohi
Keyword(s):  
Aromatic Compounds ◽  
Nucleophilic Aromatic Substitution ◽  
Free Access ◽  
Aromatic Substitution ◽  
Halogen Bonds ◽  
Metal Free ◽  
Potential Applicability ◽  
Selective Substitution ◽  
Snar Reaction

Nucleophilic aromatic substitution (SNAr) reactions can provide metal-free access to synthesize monosubstituted aromatic compounds. We developed efficient SNAr conditions for p-selective substitution of polyfluoroarenes with phenothiazine in the presence of a mild base to afford the corresponding 10-phenylphenothiazine (PTH) derivatives. The resulting polyfluoroarene-bearing PTH derivatives were subjected to a second SNAr reaction to generate highly functionalized PTH derivatives with potential applicability as photocatalysts for the reduction of carbon–halogen bonds.

scholarly journals Machine learning meets mechanistic modelling for accurate prediction of experimental activation energies

2021 ◽  
Author(s):  
Kjell Jorner ◽  
Tore Brinck ◽  
Per-Ola Norrby ◽  
David Buttar
Keyword(s):  
Machine Learning ◽  
Activation Energies ◽  
Accurate Prediction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Mechanistic Modelling

Hybrid reactivity models, combining mechanistic calculations and machine learning with descriptors, are used to predict barriers for nucleophilic aromatic substitution.

Enantioselective Nucleophilic Aromatic Substitution Reaction of Azlactones to Synthesize Quaternary α-Amino Acid Derivatives

Synlett ◽  
2020 ◽  
Author(s):  
Xiaohua Liu ◽  
Yi Li ◽  
Hao Pan ◽  
Wang-Yuren Li ◽  
Xiaoming Feng
Keyword(s):  
Hydrogen Bonding ◽  
Charge Transfer ◽  
Amino Acid ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Amino Acid Derivatives ◽  
Amino Acid Esters ◽  
Aromatic Substitution ◽  
Charge Transfer Interaction ◽  
Acid Esters

AbstractAn asymmetric organocatalytic nucleophilic aromatic substitution reaction of azlactones with electron-deficient aryls was established. A variety of α-aryl α-alkyl α-amino acid esters and peptides were obtained in decent yields and stereoselectivities. A new bifunctional catalytic mode involving charge-transfer interaction and hydrogen bonding is proposed to explain the enantioselectivity.

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