Preparation of Indolenines via Nucleophilic Aromatic Substitution [PDF]
An unusual aromatic substitution to access indolenines is described. 2-(2-Methoxyphenyl)acetonitrile derivatives are reacted with various alkyl and aryl Li reagents to furnish the corresponding indolenine products, constituents of natural products, and cyanine dyes such as indocyanine green.
Huber, Florian +2 more
core +7 more sources
Application Progress of N-Heterocyclic Carbene-mediated Concerted Nucleophilic Aromatic Substitution in 18F Labeling Reaction [PDF]
Concerted nucleophilic aromatic (CSNAr) substitution reactions play an important role in nuclear chemistry synthesis, and are now used to develop positron radiotracers.
WANG Hui1, SHAN Chongwei1, HE Yulin2
doaj +2 more sources
Predicting Regioselectivity in Nucleophilic Aromatic Substitution
We have investigated practical and computationally efficient methods for the quantitative prediction of regioisomer distribution in kinetically controlled nucleophilic aromatic substitution reactions. One of the methods is based on calculating the relative stabilities of the isomeric σ-complex intermediates using DFT. We show that predictions from this
Magnus, Liljenberg +5 more
openaire +3 more sources
Concerted nucleophilic aromatic substitutions [PDF]
Nucleophilic aromatic substitution (SNAr) is one of the most widely applied reaction classes in pharmaceutical and chemical research, providing a broadly useful platform for the modification of aromatic ring scaffolds. The generally accepted mechanism for SNAr reactions involves a two-step addition-elimination sequence via a discrete, non-aromatic ...
Eugene E. Kwan +3 more
openaire +4 more sources
Amination of Nitro-Substituted Heteroarenes by Nucleophilic Substitution of Hydrogen [PDF]
An open-air method for the transition metal-free direct amination of nitro(hetero)arenes by anilines is disclosed. In this methodology, an aromatic C-H bond is substituted via oxidative nucleophilic aromatic substitution of hydrogen (ONSH).
Amy, Sarjeant +10 more
core +2 more sources
Dynamic Nucleophilic Aromatic Substitution of Tetrazines [PDF]
AbstractA dynamic nucleophilic aromatic substitution of tetrazines (SNTz) is presented herein. It combines all the advantages of dynamic covalent chemistry with the versatility of the tetrazine moiety. Indeed, libraries of compounds or sophisticated molecular structures can be easily obtained, which are susceptible to post‐functionalization by inverse ...
Tanausú Santos +6 more
openaire +5 more sources
Cation Radical-Accelerated Nucleophilic Aromatic Substitution for Amination of Alkoxyarenes [PDF]
Nucleophilic aromatic substitution (SNAr) is a common method for arene functionalization; however, reactions of this type are typically limited to electron-deficient aromatic halides.
Nicewicz, David A. +1 more
core +1 more source
A generally applicable quantitative reactivity model for nucleophilic aromatic substitution built from simple descriptors [PDF]
We report a multivariate linear regression model able to make accurate predictions for the rate and regioselectivity of nucleophilic aromatic substitution (SNAr) reactions based on the electrophile structure.
Jingru, Lu, Irina, Paci, David, Leitch
core +2 more sources
Transition-Metal-Mediated Nucleophilic Aromatic Substitution with Acids [PDF]
Transition-metal-mediated nucleophilic aromatic substitution (S_NAr) reactions prefer that a suitably strong nucleophile be in an aprotic medium. Usually, using protic nucleophile/medium requires high reaction temperatures (>180 °C) to overcome the ...
Nielsen, Robert J. +4 more
core +2 more sources
Preparation of the title compounds are described as an alternative nucleophilic aromatic substitution for practices in the graduate laboratory. The low toxicity and disponibility of the reagents make a suitable procedure approach to experiments regarding
Ayres Guimarães Dias +2 more
doaj +1 more source

