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Visible-Light-Induced Difunctionalization of Styrenes with Aryl Hydrazines and <i>tert</i>-Butyl Nitrite: One-Pot Access to α-Arylethanone Oximes

Ping Jiang, Meifang Wang, Akbar Sohail, Farah Firdous, Keyume Ablajan

2025Organic Letters10 citationsDOI

Abstract

This paper reports the first difunctionalization arylation of alkenes. The reaction proceeds through a radical pathway involving the sequential addition of an aromatic radical and an oxime group under photocatalyst/additive- and metal-free conditions. Additionally, TBN functions both as the HAT reagent and as the source of oxime. This method provides mild conditions and simple operation, yielding a wide range of α-arylethanone oximes in moderate to good yields.

Topics & Concepts

ChemistryReagentOximeArylCombinatorial chemistryReaction conditionsOrganic chemistryMedicinal chemistryFunctional groupRadicalHalogenationMoleculeGroup (periodic table)Simple (philosophy)Radical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques