Cobalt-Catalyzed, Aminoquinoline-Directed Functionalization of Phosphinic Amide sp<sup>2</sup> C–H Bonds

Tung T. Nguyen, Liene Grigorjeva, Olafs Daugulis

ACS Catalysis · 2015 · 171 citations · 64 references

Concepts

Abstract

In this paper, we introduce arylphosphinic acid aminoquinoline amides as competent substrates for cobalt-catalyzed sp 2 C–H bond functionalization. Specifically, the feasibility of their coupling with alkynes, alkenes, and allyl pivalate has been demonstrated. Reactions are catalyzed by simple Co(NO 3 ) 2 hydrate in ethanol or mixed dioxane/ t BuOH solvent in the presence of Mn(OAc) 3 ·2H 2 O additive, sodium pivalate, or acetate base and use oxygen from the air as an oxidant. Directing group removal affords ortho-functionalized P, P- diarylphosphinic acids.

References

64