Eco-Friendly and Efficient Synthesis of 2-Hydroxy-3-Hydrazono-Chromones Through α,β-C(sp(2))-H Bond Difunctionalization/Chromone Annulation Reaction of o-Hydroxyaryl Enaminones, Water, and Aryldiazonium Salts

通过邻羟基芳基烯胺酮、水和芳基重氮盐的α,β-C(sp(2))-H键双官能化/色酮环化反应,环保高效地合成2-羟基-3-肼基色酮

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Abstract

A novel, eco-friendly, and efficient method for constructing 2,3-disubstituted chromone skeletons from readily available water, o-hydroxyaryl enaminones (o-HPEs), and aryldiazonium salts has been developed under mild reaction conditions. This α,β-C(sp(2))-H bond difunctionalization/chromone annulation reaction strategy is achieved by building two C(sp(3))-O bonds and a C(sp(2))-N bond, which provides a practical pathway for the preparation of 2-hydroxy-3-hydrazono-chromones in moderate to excellent yields, enabling broad substrate scope and good functional group tolerance, as well as gram-scale synthesis. This protocol offers a valuable tool for synthesizing diverse functionalized chromones with potential applications in drug discovery and industrial synthesis.

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