Copper/Silver‐Mediated Direct <i>ortho</i>‐Ethynylation of Unactivated (Hetero)aryl CH Bonds with Terminal Alkyne

Yue‐Jin Liu, Yanhua Liu, Xue‐Song Yin, Wenjia Gu, Bing‐Feng Shi

Chemistry - A European Journal · 2014 · 98 citations · 84 references

Concepts

Abstract

A copper/silver-mediated oxidative ortho-ethynylation of unactivated aryl C-H bonds with terminal alkyne has been developed. The reaction uses the removable PIP directing group and features broad substrate scope, high functional-group tolerance, and compatibility with a wide range of heterocycles, providing an efficient synthesis of aryl alkynes. This procedure highlights the potential of copper catalysts to promote unique, synthetically enabling C-H functionalization reactions that lie outside of the current scope of precious metal catalysis.

References

84