Direct ortho-Selective Amination of Naphthols with Nitroarenes through Transfer-Hydrogenation

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2024)

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摘要
Hydrogen atom transfer from commonly used solvents to nitroarenes occurred. Such solvents required C(sp(3))H-C(sp(3))H bond adjacent to oxygen atoms, such as 1,4-dioxane, tetrahydrofuran, alkanol, ethylene glycol, glycerol and bis(2-methoxyethyl) ether. The transformation was transition-metal free and the reduced nitroarenes were trapped by naphthols and their analogues at ortho-position. The protocol provided a favourable and efficient route to access ortho-arylaminonaphthols and a possible mechanism is depicted.
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关键词
hydride transfer,nitroarene,arylaminonaphthol,metal-free,fluorescence
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