Electronic and steric effects in nucleophilic aromatic substitution. Reaction by phenoxides as nucleophiles in dimethyl sulfoxide

1975 ◽  
Vol 40 (7) ◽  
pp. 872-874 ◽  
Author(s):  
G. Bartoli ◽  
F. Ciminale ◽  
P. E. Todesco
Keyword(s):  
Dimethyl Sulfoxide ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Steric Effects ◽  
Aromatic Substitution ◽  
Electronic And Steric Effects

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.

New Highly Stable Metallabenzenes via Nucleophilic Aromatic Substitution Reaction

2011 ◽  
Vol 17 (15) ◽  
pp. 4223-4231 ◽  
Author(s):  
Ran Lin ◽  
Hong Zhang ◽  
Shunhua Li ◽  
Jiani Wang ◽  
Haiping Xia
Keyword(s):  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution

Portrayal of the Color Polymorphism in the 5-Acetyl-derivative of ROY

CrystEngComm ◽  
2022 ◽  
Author(s):  
Bernardo Albuquerque Nogueira ◽  
Maria Carvalho ◽  
José António Paixão ◽  
M. Ermelinda S. Eusébio ◽  
Susana M. M. Lopes ◽  
...  
Keyword(s):  
Substitution Reaction ◽  
Acetyl Derivative ◽  
Color Polymorphism ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution

A novel derivative of the prominent ROY compound, 5-acetyl-2-((2-nitrophenyl)amino)thiophene-3-carbonitrile (AcROY), was synthesized in a two-steps procedure by the nucleophilic aromatic substitution reaction between 1-fluoro-2-nitrobenzene and 2-aminothiophene-3-carbonitrile, followed by Friedel–Crafts acylation...

The Versatility of the Aryne–Imine–Aryne Coupling for the ­Synthesis of Acridinium Photocatalysts

Synlett ◽  
2021 ◽  
Author(s):  
Christof Sparr ◽  
Valeriia Hutskalova
Keyword(s):  
Substitution Reaction ◽  
Precious Metal ◽  
Photophysical Properties ◽  
Cation Radical ◽  
Coupling Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
The Novel ◽  
Aromatic Substitution ◽  
Efficient Synthesis

AbstractThe increasing use of acridinium photocatalysts as sustainable alternative to precious metal-based counterparts encourages the design and efficient synthesis of distinct catalyst structures. Herein, we report our exploration of the scope of the aryne–imine–aryne coupling reaction combined with a subsequent acridane oxidation for a short two-step approach towards various acridinium salts. The photophysical properties of the novel photocatalysts were investigated and the practical value was demonstrated by a cation-radical accelerated nucleophilic aromatic substitution reaction.

Diimidazo[4,5-b:4′,5′-e]pyridine: synthesis and nucleophilic aromatic substitution reaction

2019 ◽  
Vol 29 (2) ◽  
pp. 181-183
Author(s):  
Dmitriy Yu. Razorenov ◽  
Sophia A. Makulova ◽  
Ivan V. Fedyanin ◽  
Konstantin A. Lyssenko ◽  
Kirill M. Skupov ◽  
...  
Keyword(s):  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Pyridine Synthesis
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