Metal-free visible-induced C(sp(2))-C(sp(2)) coupling of quinoxalin-2(H)-ones via oxidative cleavage of the C-N bond

通过氧化断裂CN键,在无金属可见光条件下诱导喹喔啉-2(H)-酮的C(sp(2))-C(sp(2))偶联反应。

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Abstract

A C(sp(2))-C(sp(2)) reaction between aromatic hydrazines and quinoxalines has been developed through a photocatalytic system. The protocol is established for C(sp(2))-N bond cleavage and direct C(sp(2))-H functionalization for the coupling of C(sp(2))-C(sp(2)) via photocatalysis under mild and ideal air conditions without the presence of a strong base and metal. The mechanistic studies reveal that the generation of a benzene radical via the oxidative cleavage of aromatic hydrazines for the cross-coupling of C(sp(2))-C(sp(2)) with the assistance of a photocatalyst is essential. The process exhibits excellent compatibility with functional groups and provides convenient access to various 3-arylquinoxalin-2(1H)-ones in good to excellent yields.

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