Photocatalyst-free access to α-arylethanone oximes enabled by sequential HAT/SET of aryl iodides with TBN and alkenes
Dabo Guo1, Yibo Shi1, Ningning Gong1
1College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan, 473061, China.
Abstract:
Herein, we report a regioselective aryl-oximation of alkenes that proceeds without a photocatalyst. This method exploits a hydrogen atom transfer (HAT)/single-electron transfer (SET) relay sequence to activate aryl iodides, employing tert-butyl nitrite (TBN) as a dual-function reagent that serves as both the HAT agent and the oxime source. This transformation utilizes cost-effective, readily available formate salts as SET reagents under simple conditions, featuring a broad substrate scope and excellent functional group tolerance to provide a novel pathway for oxime synthesis.
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