aSchool of Chemical and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China bDivision of General Studies, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China
Abstract:
Iron(III) nitrate-assisted cycloaddition of (phenylsulfonyl)ethene to arylacetylenes in the presence of KI affords 5-phenylsulfonyl-3-aroylisoxazolines whose treatment with K2CO3 provides 4,5-unsubstituted 3-aroylisoxazoles. Both synthetic steps can be performed in a one-pot manner.
Keywords:
iron nitrate, nitration, alkynes, 1,3-dipolar cycloaddition, isoxazolines, isoxazoles.
Citation:
L. Wang, N. Zhang, “One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene”, Mendeleev Commun., 31:3 (2021), 390–392
Linking options:
https://www.mathnet.ru/eng/mendc940
https://www.mathnet.ru/eng/mendc/v31/i3/p390
This publication is cited in the following 2 articles:
Pavel Yu. Ushakov, Alexey Yu. Sukhorukov, “Recent advances in the application of the isoxazoline route to aldols in the synthesis of natural products”, Nat. Prod. Rep., 2025
Franca M. Cordero, Luisa Lascialfari, Fabrizio Machetti, Progress in Heterocyclic Chemistry, 34, 2023, 355