Electrochemical Dehydrogenative C(sp2)−H Amination. Issue 30 (1st May 2021)

• Record Type: Journal Article
• Authors: Puthanveedu, Mahesh; Khamraev, Vladislav; Brieger, Lukas; Strohmann, Carsten; Antonchick, Andrey P.
• Is Part Of: Chemistry. Volume 27:Issue 30(2021)
• Page Start: 8008
• Page End: 8012
• Publication Date: 2021-05-01
• Subjects: amination -- carbazole -- electrochemistry -- heterocycles -- nitrenium ion; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202100960
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: A transition‐metal‐free direct electrolytic C−H amination involving an electrochemically generated nitrenium ion intermediate has been developed. The electrosynthesis takes place in the absence of any organoiodine catalysts and is enabled by an in situ generated electrolyte. A novel, efficient intramolecular and intermolecular C−H amination has been demonstrated using a simple reaction setup. Abstract : 'Power'ful Aminations . A simple transition‐metal‐free direct electrolytic amination strategy has been developed. The transformation takes place in the absence of any electrocatalyst by using cheap and easily available graphite electrodes. The reaction allows for the synthesis of carbazole derivatives via intramolecular C−H amination and also cross‐coupling of (hetero)arenes and various N‐arylamides in an undivided cell set up. The usage of an acidic solvent was beneficial as it eliminated the requirement of additional supporting electrolytes for the electrolysis.