Copper/Manganese Cocatalyzed Oxidative Coupling of Vinylarenes with Ketones

Xingwang Lan, Nai‐Xing Wang, Wei Zhang, Jia‐Long Wen, Cui‐Bing Bai, Yalan Xing, Yihe Li

Organic Letters · 2015 · 92 citations · 43 references

Concepts

Abstract

A novel copper/manganese cocatalyzed direct oxidative coupling of terminal vinylarenes with ketones via C(sp(3))-H bond functionalization following C-C bond formation has been developed using tert-butyl hydroperoxide as the radical initiator. Various ketones underwent a free-radical addition of terminal vinylarenes to give the corresponding 1,4-dicarbonyl products with excellent regioselectivity and efficiency through one step. A possible reaction mechanism has been proposed.

References

43