Cobalt(II)-Catalyzed Intermolecular Benzylic C−H Amination with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN<sub>3</sub>)

Hongjian Lu, Subbarayan Velusamy, Jingran Tao, X. Peter Zhang

Organometallics · 2009 · 188 citations · 48 references

Concepts

Abstract

2,2,2-Trichloroethoxycarbonyl azide (TrocN 3 ) is an effective nitrene source for cobalt(II)-catalyzed intermolecular nitrene insertion of C−H bonds. Among different metalloporphyrins studied, Co(II)(TPP) was shown to be a competent catalyst for the selective amination of various benzylic C−H bonds under mild conditions without the need of other reagents or additives, forming the desired Troc-protected amines in moderate to high yields with nitrogen gas as the only byproduct.

References

48