Formation of a neutral covalent adduct in the nucleophilic aromatic substitution reaction involving a carbon leaving group

1985 ◽  
Vol 50 (25) ◽  
pp. 5415-5417 ◽  
Author(s):  
Paolo Mencarelli ◽  
Franco Stegel
Keyword(s):  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Leaving Group ◽  
Covalent Adduct

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

scholarly journals The Truce–Smiles rearrangement and related reactions: a review

2017 ◽  
Vol 95 (5) ◽  
pp. 483-504 ◽  
Author(s):  
Anna R.P. Henderson ◽  
Joel R. Kosowan ◽  
Tabitha E. Wood
Keyword(s):  
Nucleophilic Aromatic Substitution ◽  
Future Research ◽  
Tandem Reaction ◽  
Aromatic Substitution ◽  
Smiles Rearrangement ◽  
Research Directions ◽  
Reaction Method ◽  
Design Variables ◽  
Leaving Group ◽  
Future Research Directions

The Truce–Smiles rearrangement is an X → C aryl migration reaction that is achieved by an intramolecular nucleophilic aromatic substitution pathway. The reaction exhibits a wide substrate scope with respect to a migrating aryl ring and leaving group, appearing in many different tandem reaction sequences, to achieve a wide variety of product outcomes. We present an extensive survey of reported examples of the Truce–Smiles rearrangement from the chemistry literature (1950s until present) organized by various substrate design variables or aspects of the reaction method. Present deficiencies in our understanding of the reaction are identified with recommendations for future research directions and useful developments in the application of the reaction are celebrated.

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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