Sodiation of Arenes and Heteroarenes in Continuous Flow

Weidmann, Niels; Ketels, Marthe and Knochel, Paul (2018): Sodiation of Arenes and Heteroarenes in Continuous Flow. In: Angewandte Chemie-International Edition, Vol. 57, No. 33: pp. 10748-10751

Abstract

The first sodiations of (hetero)arenes in continuous flow using NaDA (sodium diisopropylamide) in Me2EtN are reported. This flow procedure enables sodiation of functionalized arenes and heteroarenes that decompose under batch-sodiation conditions. The resulting sodiated (hetero)arenes react instantly with various electrophiles, such as ketones, aldehydes, isocyanates, alkyl bromides, and disulfides, affording polyfunctionalized (hetero)arenes in high yields. Scale-up is possible without further optimization.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1433-7851
• Language: English