Fluoride-Ion-Catalyzed Synthesis of Ladder-type Conjugated Benzobisbenzofurans via Intramolecular Nucleophilic Aromatic Substitution Reaction under Metal-free and Mild Conditions

2020 ◽  
Vol 22 (8) ◽  
pp. 2892-2896 ◽  
Author(s):  
Katsutoshi Sekino ◽  
Naoki Shida ◽  
Ryosuke Shiki ◽  
Natsuki Takigawa ◽  
Hiroki Nishiyama ◽  
...  
Keyword(s):  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Fluoride Ion ◽  
Aromatic Substitution ◽  
Metal Free ◽  
Mild Conditions

scholarly journals Transition-metal-free Nucleophilic 211At-astatination of Spirocyclic Aryliodonium Ylides

2021 ◽  
Author(s):  
Keitaro Matsuoka ◽  
Honoka Obata ◽  
Nagatsu Kotaro ◽  
Masahiro Kojima ◽  
Tatsuhiko Yoshino ◽  
...  
Keyword(s):  
Transition Metal ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Metal Free ◽  
Radiolabeled Compounds

The transition-metal-free 211At-astatination of spirocyclic aryliodonium ylides via a nucleophilic aromatic substitution reaction is described. This method enables the preparation of 211At-radiolabeled compounds derived from multi-functionalized molecules and heteroarenes in...

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.

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.

Novel One-Pot Synthesis of Xanthones via Sequential Fluoride Ion-Promoted Fries-Type Rearrangement and Nucleophilic Aromatic Substitution

Synlett ◽  
2013 ◽  
Vol 24 (19) ◽  
pp. 2575-2580 ◽  
Author(s):  
Takashi Matsumoto ◽  
Yuuki Fujimoto ◽  
Ryohei Itakura ◽  
Hiroki Hoshi ◽  
Hikaru Yanai ◽  
...  
Keyword(s):  
Nucleophilic Aromatic Substitution ◽  
Fluoride Ion ◽  
Aromatic Substitution ◽  
One Pot ◽  
One Pot Synthesis

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.

Efficient Synthesis of 3,4-Disubstituted 7-Azaindoles Employing SEM as a Dual Protecting–Activating Group

Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2273-2278 ◽  
Author(s):  
Piroska Gyárfás ◽  
János Gerencsér ◽  
Warren S. Wade ◽  
László Ürögdi ◽  
Zoltán Novák ◽  
...  
Keyword(s):  
Functional Groups ◽  
Efficient Method ◽  
Reaction Times ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Efficient Synthesis ◽  
Mild Conditions

An efficient method for nucleophilic aromatic substitution on 7-azaindoles has been developed. The reaction is facilitated by the unique dual influence of SEM as both protecting and activating group, permitting mild conditions and short reaction times that are compatible with sensitive functional groups. The method is suitable for the synthesis of a broad range of products, most notably ethers.

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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