Polat-Cakir, Sidika2025-01-272025-01-2720201042-65071563-5325https://doi.org/10.1080/10426507.2020.1854259https://hdl.handle.net/20.500.12428/28412New phosphonate-containing five-membered heterocyclic dioxazole derivatives are synthesized via 1,3-dipolar cycloaddition reactions of nitrile oxides used as dipole with acyl phosphonates under basic conditions. Herein, acyl phosphonates take part in the cyclization process as a dipolarophile to afford the related dioxazole compounds in moderate-to-good yields (49-84%). Substituted aryl nitrile oxides and aroyl phosphonates were employed in the 1,3-dipolar cycloaddition reactions where triethylamine was the effective tertiary base. Alkyl version of acyl phosphonate also afforded the expected cycloadduct, that is, dimethyl 5-isopropyl-3-phenyl-1,4,2-dioxazol-5-yl-5-phosphonate. Diethyl/dimethyl 3,5-aryl-1,4,2-dioxazol-5-yl-5-phosphonate derivatives are fully characterized by using H-1 NMR, C-13 NMR, P-31-NMR, and FT along with high-resolution mass spectroscopy.eninfo:eu-repo/semantics/closedAccess13-Dipolar cycloadditionacyl phosphonatedioxazoleheterocyclicdipole and dipolarophileArticle196546146710.1080/10426507.2020.1854259Q4WOS:0005966532000012-s2.0-85097159615Q3