ArticleSynthetic communications
A General Method for Nucleophilic Aromatic Substitution of Aryl Fluorides and Chlorides with Dimethylamine using Hydroxide-Assisted Decomposition of N,N-Dimethylforamide.
Article in Synthetic communications. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- A Comparative Study of the Influence of Water and Temperature on the Racemization of Five- and Six-Membered l-Alanine-Derived Imides.Chirality · 2026Article
- Room-Temperature Decarboxylative Amination of Electron-Deficient (Hetero)Aromatic Carboxylic Acids.Organic letters · 2026Article
- Radiosynthesis and In Vitro Evaluation of [Molecules (Basel, Switzerland) · 2024Article
- Synthesis of Rhodamines and Rosamines Using 3,6-Difluoroxanthone as a Common Intermediate.The Journal of organic chemistry · 2021Article
- Rapid synthesis of pomalidomide-conjugates for the development of protein degrader libraries.Chemical science · 2021Article
- Environmentally Benign, Base-Promoted Selective Amination of Polyhalogenated Pyridines.ACS omega · 2019Article
- Biocatalytic Carbon-Hydrogen and Carbon-Fluorine Bond Cleavage through Hydroxylation Promoted by a Histidyl-Ligated Heme Enzyme.ACS catalysis · 2019Article
- Synthesis and cytotoxic evaluation of novel quinozalinone derivatives with substituted benzimidazole in position 3.Research in pharmaceutical sciences · 2019Article
- Stabilising fleeting intermediates of stilbene photocyclization with amino-borane functionalisation: the rare isolation of persistent dihydrophenanthrenes and their [1,5] H-shift isomers.Chemical science · 2018Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
A practical and convenient procedure for the nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine was developed using a hydroxide assisted, thermal decomposition of N,N-dimethylforamide. These conditions are tolerant of nitro, nitrile, aldehyde, ketone, and amide groups but will undergo acyl substitution to form amides for methyl esters and acyl chlorides. Isolated yields of the products range from 44 - 98%, with the majority being greater than 70% for seventeen examples.
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Registered trials
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