Copper-Catalyzed Oxidative Difunctionalization of Terminal Unactivated Alkenes

The Journal of Organic Chemistry
Muhammad Ijaz HussainYan Xiong

Abstract

The copper(II)-promoted free-radical oxidative difunctionalization of terminal alkenes to access ketoazides by utilizing molecular oxygen has been reported. A series of styrene derivatives have been evaluated and were found to be compatible to give the desired difunctionalized products in moderate to good yields. The role of molecular oxygen both as an oxidant and oxygen atom source in this catalytic transformation has been unquestionably demonstrated by 18O-labeling studies and a radical mechanistic pathway involving the oxidative formation of azidyl radicals is also designed. This environment-friendly catalytic oxidative protocol can transform aldehyde to nitrile.

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Citations

Jun 10, 2020·Chemistry : a European Journal·Pradeep SinghN D Pradeep Singh
Feb 27, 2021·Chemical Reviews·Paramasivam SivaguruXihe Bi
Jun 8, 2021·Chemical Society Reviews·Conghui TangNing Jiao
Sep 11, 2019·The Journal of Organic Chemistry·Budaganaboyina PrasadAhmed Kamal

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