Gold‐Catalyzed Intramolecular Aminoarylation of Alkenes: CC Bond Formation through Bimolecular Reductive Elimination

William E. Brenzovich, Diego Benítez, Aaron D. Lackner, Hunter P. Shunatona, E. Tkatchouk, William A. Goddard, F. Dean Toste

Angewandte Chemie International Edition · 2010 · 294 citations · 56 references

Concepts

Abstract

Gold-ilocks and the 3 mol % catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold(I)/gold(III) and a bimolecular reductive elimination for the key CC bond-forming step is proposed. dppm= bis(diphenylphosphanyl)methane.

References

56