Stereoselective Iron-Catalyzed Alkylation of Enamides with Cyclopropanols via Oxidative C(sp²)−H Functionalization

Xing Zhang, Tian-Ming Yang, Lu-Min Hu, and Xu-Hong Hu*

Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China

Abstract: Established herein is a radical-mediated C−H alkylation of enamides with cyclopropanols. An environmentally benign catalytic system with iron salt and air is used to permit the oxidative coupling process. The protocol demonstrates a broad substrate scope, allowing the stereoselective synthesis of alkylated enamides. The value of this strategy is further reflected by late-stage diversification of complex cyclopropanol containing molecules and downstream transformations. Mechanistic studies reveal the dual role of iron salt in the reaction.

Org. Lett. 2022, 24, 8677-8682. (2022年影响因子：6.072)

论文链接：https://pubs.acs.org/doi/10.1021/acs.orglett.2c03563

被《ChemBeanGo》报道评述：https://mp.weixin.qq.com/s/gGfRzzKNUkoOhi2E8oBIBg