3-(Phosphorylmethylene)oxindoles have been prepared by a straightforward Horner–Wadsworth–Emmons reaction. They were treated with ethyl N-{[(4-nitrophenyl)sulfonyl]oxy}- carbamate (NsONHCO2Et) in the presence of CaO to affordnew aziridine-2-phosphonates spiro-fused with oxindole. 3-(Phosphorylmethylene)oxindoles were also transformed into novel spiro[oxindole-oxiranes] by reaction with H2O2/NaOH.
Synthesis of aziridine-2-phosphonates and epoxy-2-phosphonates spirofused with oxindoles / Loreto, Maria Antonietta; Gasperi, Tecla; Migliorini, Antonella; Claudia, Ventura. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2011:2(2011), pp. 385-391. [10.1002/ejoc.201001021]
Synthesis of aziridine-2-phosphonates and epoxy-2-phosphonates spirofused with oxindoles
LORETO, Maria Antonietta;GASPERI, TECLA;MIGLIORINI, Antonella;
2011
Abstract
3-(Phosphorylmethylene)oxindoles have been prepared by a straightforward Horner–Wadsworth–Emmons reaction. They were treated with ethyl N-{[(4-nitrophenyl)sulfonyl]oxy}- carbamate (NsONHCO2Et) in the presence of CaO to affordnew aziridine-2-phosphonates spiro-fused with oxindole. 3-(Phosphorylmethylene)oxindoles were also transformed into novel spiro[oxindole-oxiranes] by reaction with H2O2/NaOH.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
