Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225922 | Tetrahedron | 2006 | 6 Pages |
Abstract
A series of 6-substituted fluorinated indazoles has been obtained through an ANRORC-like rearrangement (Addition of Nucleophile, Ring-Opening and Ring-Closure) of 5-tetrafluorophenyl-1,2,4-oxadiazoles with hydrazine. The initial addition of the bidentate nucleophile to the electrophilic C(5) of the 1,2,4-oxadiazole ring, followed by ring opening and ring closure, leads to the formation of fluorinated indazoles in high yield under mild experimental conditions. Functionalization of the C(6) in the final indazole nucleus was preliminarily achieved through a nucleophilic aromatic substitution on the starting 5-pentafluorophenyl-1,2,4-oxadiazole.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Antonio Palumbo Piccionello, Andrea Pace, Ivana Pibiri, Silvestre Buscemi, Nicolò Vivona,