Photoredox/Iron Dual-Catalyzed Insertion of Acyl Nitrenes into C–H Bonds

Ming Hou, Zhide Zhang, Xiaojing Lai, Qian‐Shou Zong, Xinpeng Jiang, Meng Guan, Rui Qi, Guanyinsheng Qiu

Organic Letters · 2022 · 39 citations · 44 references

Concepts

Abstract

In this work, the use of N-acyloxybenzamides as efficient acyl nitrene precursors under photoredox/iron dual catalysis is reported. The resulting acyl nitrenes could be captured by various types of C–H bonds and S- or P-containing molecules. Mechanism investigations suggested that the formation of the acyl nitrene from the N-acyloxybenzamide occurs by a photoredox process, and it is believed that in this redox process oxidative N–H bond cleavage of the N-acyloxybenzamide occurs prior to reductive N–O bond cleavage of the N-acyloxybenzamide.

References

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