Electrochemically Driven para‐Selective C(sp2)−H Alkylation Enabled by Activation of Alkyl Halides without Sacrificial Anodes

• Published in: Chemistry : a European journal Vol. 30; no. 25; pp. e202400010 - n/a
• Main Authors: Li, Xinling, Deng, Weijie, Wen, Yating, Wang, Ziliang, Zhou, Jianfeng, Li, Zhenjie, Li, Yibiao, Hu, Jinhui, Huang, Yubing
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 02.05.2024; Wiley Subscription Services, Inc
• Subjects: Aldehydes; alkyl halides; Alkylation; Anodes; Aromatic compounds; C(sp2)−H alkylation; Chemistry; Chemistry, Multidisciplinary; electrochemistry; Esters; Halides; Ketones; Nitriles; Physical Sciences; Sacrificial anodes; Science & Technology; site selectivity; Substrates; without sacrificial anodes; C(sp)-H alkylation; electrochemistry; alkyl halides; SCOPE; without sacrificial anodes; ALLYLATION; site selectivity; C-H; Electrochemistry; C(sp2)−H alkylation
• ISSN: 0947-6539; 1521-3765
• DOI: 10.1002/chem.202400010

With alkyl halides (I, Br, Cl) as a coupling partner, an electrochemically driven strategy for para‐selective C(sp2)−H alkylation of electron‐deficient arenes (aryl esters, aldehydes, nitriles, and ketones) has been achieved to access diverse alkylated arenes in one step. The reaction enables the activation of alkyl halides in the absence of sacrificial anodes, achieving the formation of C(sp2)‐C(sp3) bonds under mild electrolytic conditions. The utility of this protocol is reflected in high site selectivity, broad substrate scope, and scalable. An electrochemically driven para‐selective C(sp2)−H alkylation of electron‐deficient arenes (aryl esters, aldehydes, nitriles, and ketones) has been achieved with alkyl halides (I, Br, Cl) as a coupling partner. Under mild electrolytic conditions, a variety of alkylated arenes are obtained in one step through the formation of C(sp2)‐C(sp3) bonds. Notably, the reaction enables the activation of alkyl halides in the absence of sacrificial anodes.