Simple Synthesis of Dialkyl 2-(3-Oxo-3H-indol-2-yl)-but-2-enedioates

• Autorzy: Yavari I. , Dehghan S. , Alborzi A. , Mohtat B.
• Języki publikacji: EN

Abstrakty

EN

Triphenylphosphine undergoes a smooth addition reaction with dialkyl acetylenedicarboxylates in the presence of isatin or 5-bromoisatin to produce stable crystalline phosphorus ylides. These products exist as a mixture of two geometrical isomers. Dynamic NMR effects have been observed in the 1H NMR spectra of dimethyl 2-(2,3-dioxo-2,3-dihydro-1H-indol-1-yl)-3-(1,1,1-triphenyl-_5-phosphanylidene)-succinate. These ylides are converted to dialkyl 2-(3-oxo-3H-indol-2-yl)-but-2-enedioates in boiling toluene.

Słowa kluczowe

EN

isatin; indole derivatives; triphenylphosphine; intramolecular Wittig reaction

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2005
• Tom: Vol. 79 / nr 5
• Strony: 845--850
• Opis fizyczny: Bibliogr. 6 poz., rys.

Twórcy

autor

Yavari I.

• Department of Chemistry, Science and Research Campus, Islamic Azad University, Ponak, Tehran, Iran
• Department of Chemistry, Tarbiat Modarres University, PO Box 14115-175, Tehran, Iran

autor

Dehghan S.

• Department of Chemistry, Science and Research Campus, Islamic Azad University, Ponak, Tehran, Iran

autor

Alborzi A.

• Department of Chemistry, Science and Research Campus, Islamic Azad University, Ponak, Tehran, Iran

autor

Mohtat B.

• Department of Chemistry, Science and Research Campus, Islamic Azad University, Ponak, Tehran, Iran

Bibliografia

• 1.Hamaue N., Minami M., Terado M., Hirafuji M., Endo T., Machida M., Hiroshige T., Ogata Tashiro K., Saito H. and Parvcz S.H., NeuroToxicology, 25, 205 (2004).
• 2.Chiyanzu I., Hansell E., Gut J., Rosenthal P.J., McKerrow J.H. and Chibale K., Bioorg. Med. Ch. Lett., 13, 3527 (2003).
• 3.Kolodiazhynyi O.I., Russ. Chem. Rev, 66, 225 (1997).
• 4.Guiard S., Santelli M. and Parrain J.-L., Tetrahedron Lett., 43, 8099 (2002).
• 5.Evans L.A., Griffiths K.E., Guthmann H. and Murphy P.J., Tetrahedron Lett., 43, 299 (2002).
• 6.Yavari I. and Zabarjad-Shiraz N., Monatsh. Chem., 134,2527 (2002).