Highly Efficient Heck Reactions of Aryl Bromides with <i>n</i>-Butyl Acrylate Mediated by a Palladium/Phosphine−Imidazolium Salt System

Chuluo Yang, Hon Man Lee, Steven P. Nolan

Organic Letters · 2001 · 250 citations · 29 references

Concepts

Abstract

[reaction: see text] A new phosphine-imidazolium salt, L.HBr (1, L = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared. A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L.HBr in the presence of 2 equiv of Cs(2)CO(3) as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron-deficient to electron-rich aryl bromides) with n-butyl acrylate.

References

29