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Abstract:

The syntheses of 2,3-dihydro-1,3,4-thiadiazoles and 1,3,4-thiadiazoles from 1,2-O-isopropylidene-α-D-xylo-1,5-pentadialdo-1,4-furanose thiosemicarbazone are described. The new compounds as well as the intermediate products are physically and spectroscopically characterized. We discuss a possible mechanistic pathway for heterocyclization in this particular substrate, using computational calculation.

Registro:

Documento: Artículo
Título:Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part II
Autor:Martins Alho, M.A.; D'Accorso, N.B.
Filiación:CIHIdeCar, Departamento de Quimica Organica, Pabellon II, Ciudad Universitaria, 3. Piso, C.P. 1428, Buenos Aires, Argentina
Palabras clave:thiosemicarbazone derivative; acetylation; acylation; article; cyclization; proton nuclear magnetic resonance; reaction analysis; synthesis; thermodynamics
Año:2000
Volumen:37
Número:4
Página de inicio:811
Página de fin:814
Título revista:Journal of Heterocyclic Chemistry
Título revista abreviado:J. Heterocycl. Chem.
ISSN:0022152X
CODEN:JHTCA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v37_n4_p811_MartinsAlho

Referencias:

  • Martins Alho, M.A., D'Accorso, N.B., (1997) J. Heterocyclic Chem., 34, p. 1415
  • Fascio, M.L., Montesano, V.J., D'Accorso, N.B., (1998) J. Heterocyclic Chem., 35, p. 103
  • Karabatsos, G.J., Taller, R.A., (1968) Tetrahedron, 24, p. 3347. , We used the Karabatsos and Taller convention for syn and anti isomers
  • (1994), MM+ Force Field, PCMODEL for Windows 5.1, Serena Software; Terui, Y., Tori, K., Tsuji, N., (1976) Tetrahedron Lett., 8, p. 621
  • El Ashry, E.S.H., El Kilany, Y., Abdallah, A.A., Mackaway, K., (1983) Carbohydr. Res., 113, p. 273
  • Martins, M.A., D'Accorso, N.B., (2000) Carbohydr. Res., , in press

Citas:

---------- APA ----------
Martins Alho, M.A. & D'Accorso, N.B. (2000) . Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part II. Journal of Heterocyclic Chemistry, 37(4), 811-814.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v37_n4_p811_MartinsAlho [ ]
---------- CHICAGO ----------
Martins Alho, M.A., D'Accorso, N.B. "Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part II" . Journal of Heterocyclic Chemistry 37, no. 4 (2000) : 811-814.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v37_n4_p811_MartinsAlho [ ]
---------- MLA ----------
Martins Alho, M.A., D'Accorso, N.B. "Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part II" . Journal of Heterocyclic Chemistry, vol. 37, no. 4, 2000, pp. 811-814.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v37_n4_p811_MartinsAlho [ ]
---------- VANCOUVER ----------
Martins Alho, M.A., D'Accorso, N.B. Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part II. J. Heterocycl. Chem. 2000;37(4):811-814.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v37_n4_p811_MartinsAlho [ ]