A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached in a NaNO2/HFIP reaction system.
Abstract
A mild nitration of pyrrolo[2,1-a]isoquinolines has been reached using sodium nitrite as ni...
Artikel
Direct ortho‐Selective Amination of Naphthols with Nitroarenes through Transfer‐Hydrogenation
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
Von Wiley-VCH zur Verfügung gestellt
An efficient transition-metal free synthesis of ortho-arylaminonaphthols from nitroarenes has been developed for the first time using alcohols or ethers as a hydrogen donor.
Abstract
Hydrogen 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.
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