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Abstract:

The conversion of 2′-hydroxy-(3), 2′,4′-dihydroxy- (4), 2′,3-dihydroxy- (5), and 2′,4-dihydroxychalcone (6) in aqueous alkali; and of (3) and 2′-hydroxy-4-nitrochalcone (7) in alkaline methanolic medium into the corresponding substituted flavanones has been studied kinetically and spectroscopically. It has been found that results from both methods are consistent with the existence of chalcones in the trans-s-cis conformation and indicate a mechanism that involves general acid attack to the ionized form of the 2′-hydroxychalcones, rotation through the CO-C, bond and annelation to the f lava none. © 1985, Royal Society of Chemistry. All rights reserved.

Registro:

Documento: Artículo
Título:Mechanism of cyclization of substituted 2′-hydroxychalcones to flavanones
Autor:Furlong, J.J.P.; Sbarbati Nudelman, N.
Filiación:Cátedra de Quimica Fisica 11, Bioguimica y Farmacia, Universidad Nacional de San Luis, San Luis, 5700, Argentina
Departamento de Quimica Orgdnica, Universidad de Buenos Aires, Pab. 11, P. 3, Ciudad Universitaria, Buenos Aires, 1428, Argentina
Año:1985
Número:5
Página de inicio:633
Página de fin:639
DOI: http://dx.doi.org/10.1039/P29850000633
Título revista:Journal of the Chemical Society, Perkin Transactions 2
Título revista abreviado:J. Chem. Soc. Perkin Trans. 2
ISSN:14701820
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14701820_v_n5_p633_Furlong

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Citas:

---------- APA ----------
Furlong, J.J.P. & Sbarbati Nudelman, N. (1985) . Mechanism of cyclization of substituted 2′-hydroxychalcones to flavanones. Journal of the Chemical Society, Perkin Transactions 2(5), 633-639.
http://dx.doi.org/10.1039/P29850000633
---------- CHICAGO ----------
Furlong, J.J.P., Sbarbati Nudelman, N. "Mechanism of cyclization of substituted 2′-hydroxychalcones to flavanones" . Journal of the Chemical Society, Perkin Transactions 2, no. 5 (1985) : 633-639.
http://dx.doi.org/10.1039/P29850000633
---------- MLA ----------
Furlong, J.J.P., Sbarbati Nudelman, N. "Mechanism of cyclization of substituted 2′-hydroxychalcones to flavanones" . Journal of the Chemical Society, Perkin Transactions 2, no. 5, 1985, pp. 633-639.
http://dx.doi.org/10.1039/P29850000633
---------- VANCOUVER ----------
Furlong, J.J.P., Sbarbati Nudelman, N. Mechanism of cyclization of substituted 2′-hydroxychalcones to flavanones. J. Chem. Soc. Perkin Trans. 2. 1985(5):633-639.
http://dx.doi.org/10.1039/P29850000633