Year: 2001
Type: article
Abstract: 2,5-Dinitrofuran is readily available from 2-nitrofuran by treatment with concentrated nitric acid.The reaction of this compound with various nucleophilic reagents proceeds by an addition/elimination sequence (S N Ar) to furnish substituted 5-nitrofurans in good yield.Diels-Alder cycloaddition of the resulting activated furans with various π-systems affords transient [4+2]-cycloadducts that undergo nitro group elimination and subsequent aromatization to produce polysubstituted phenols.
Source: ARKIVOC
Authors: Albert Padwa, Alex G. Waterson
Institution: Emory University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
Funder: National Institutes of Health
OpenAlex ID: W2122454053