5-Nitroisoxazoles in SNAr reactions: access to polysubstituted isoxazole derivatives. Issue 29 (8th July 2021)

• Record Type: Journal Article
• Authors: Vasilenko, Dmitry A.; Dronov, Sevastian E.; Parfiryeu, Dzianis U.; Sadovnikov, Kirill S.; Sedenkova, Kseniya N.; Grishin, Yuri K.; Rybakov, Victor B.; Kuznetsova, Tamara S.; Averina, Elena B.
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 29(2021)
• Page Start: 6447
• Page End: 6454
• Publication Date: 2021-07-08
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00816a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An efficient protocol for the straightforward functionalization of the isoxazole ring via the reactions of aromatic nucleophilic substitution of the nitro group with various nucleophiles has been elaborated. Abstract : An efficient protocol for the straightforward functionalization of the isoxazole ring via the reactions of aromatic nucleophilic substitution of the nitro group with various nucleophiles has been elaborated. The method features excellent chemical yields, easy operability of the reaction, mild reaction conditions and a broad scope of both 5-nitroisoxazoles and nucleophiles. A synthetic approach to 3, 5- and 3, 4, 5-substituted isoxazoles via the sequential functionalization of the isoxazole ring has been developed based on the excellent regioselectivity of the reaction of 3, 5-dinitroisoxazoles with nucleophiles.