Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C–H Bond Activation

Ji Young Kim, Sae Hume Park, Jaeyune Ryu, Seung Hwan Cho, Seok Hwan Kim, Sukbok Chang

Journal of the American Chemical Society · 2012 · 449 citations · 53 references

Concepts

Abstract

We report the direct amidation of arene C-H bonds using sulfonyl azides as the amino source to release N(2) as the single byproduct. The reaction is catalyzed by a cationic rhodium complex under external oxidant-free conditions in the atmospheric environment. A broad range of chelate group-containing arenes are selectively amidated with excellent functional group tolerance, thus opening a new avenue to practical intermolecular C-N bond formation.

References

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