Benzaldehyde- and Nickel-Catalyzed Photoredox C(sp3)–H Alkylation/Arylation with Amides and Thioethers

• DOI: 10.1021/acs.orglett.9b02226
• Publication Date: 2019-08-02T12:24:43Z
• Authors: Xiaojia Si; Lumin Zhang; A. Stephen K. Hashmi
• Keywords: 01 natural sciences; 0104 chemical sciences

Herein a synergistic combination of a nickel catalyst and benzaldehyde for the utilization of amides and thioethers in C(sp3)-H alkylation and arylation reactions employing simple aryl or alkyl halides is reported. This method provides a simple and cheap strategy for the direct functionalization of amides and thioethers. Readily available starting materials, mild reaction conditions, a good functional-group tolerance, and a broad substrate scope make this methodology attractive and practical for pharmaceutical and synthetic chemistry.