AbstractHydrogen atom transfer from commonly used solvents to nitroarenes occurred. Such solvents required C(sp3)H‐C(sp3)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.
摘要 氢原子从常用溶剂转移到硝基烯烃。这些溶剂需要与氧原子相邻的 C(sp3)H-C(sp3)H 键,如 1,4-二氧六环、四氢呋喃、烷醇、乙二醇、甘油和双(2-甲氧基乙基)醚。转化过程不涉及过渡金属,还原的硝基烯烃被萘酚及其类似物捕获在正交位置。该方案为获得正芳基氨基萘酚提供了一条有利而有效的途径,并描述了可能的机理。