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Öğe 1,3-Dipolar cycloaddition reactions of acyl phosphonates with nitrile oxides: synthesis of phosphonate-containing dioxazole derivatives(Taylor & Francis Ltd, 2020) Polat-Cakir, SidikaNew 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.Öğe Recent progress in asymmetric synthesis of aziridine derivatives (microreview)(Springer, 2018) Dogan, Ozdemir; Polat-Cakir, SidikaThis microreview describes recent advances in asymmetric synthesis of aziridine derivatives, which have been published over the last two years.Öğe Synthesis of ?-chloro-?-aminophosphonate derivatives via the regioselective ring opening of unactivated aziridine-2-phosphonates(Taylor & Francis Ltd, 2018) Polat-Cakir, Sidika; Beksultanova, Nurzhan; Dogan, OzdemirA series of unactivated racemic and chiral aziridine-2-phosphonates were synthesized by modified Gabriel-Cromwell reaction. Ring opening reaction of the synthesized phosphonates by gaseous HCl provided access to a wide range of biologically interesting novel beta-chloro-alpha-aminophosphonates. All reactions toward each of the above-mentioned products can be conducted regioselectively in high yields. [GRAPHICS] .Öğe Synthesis of Functionalized Novel ?-Amino-?-alkoxyphosphonates through Regioselective Ring Opening of Aziridine-2-phosphonates(Wiley-V C H Verlag Gmbh, 2019) Polat-Cakir, Sidika; Beksultanova, Nurzhan; Dogan, OzdemirAziridines are highly useful compounds as building blocks for the synthesis of important organic compounds. Amino acid synthesis by aziridine ring opening reaction is a good example to the use of aziridines. Although this reaction is studied by many groups, the synthesis of amino phosphonic acids is less explored. In this study, we have carried out the ring opening reaction of aziridinyl phosphonates with a variety of alcohols including the more functional propargylic and allylic alcohols. These reactions provided functionalized alpha-amino-beta-alkoxyphosphonates in 40-91 % yield.