Electrochemical Oxidative Difunctionalization of Alkenes to Access α-Oxygenated Ketones

Changhui Dai, Yijie Shen, Yifan Wei, Ping Liu* and Peipei Sun*

*School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China, Email: pingliunjnu.edu.cn, sunpeipeinjnu.edu.cn

C. Dai, Y. Shen, Y. Wei, P. Liu, P. Sun, J. Org. Chem., 2021, 86, 13711-13719.

DOI: 10.1021/acs.joc.1c01831

---

see article for more reactions

Abstract

The combination of electrochemical synthesis and aerobic oxidation enables a transition-metal-free dioxygenation of alkenes to provide α-oxygenated ketones in an eco-friendly fashion. A wide range of alkenes and N-hydroxyimides provided α-oxygenated ketones in good yields.

see article for more examples

proposed mechanism

---

---

Key Words

α-hydroxyketones (oxidation, α-oxygenation), hydroxylamines, oxygen, electrochemistry

---

ID: J42-Y2021