Abstract:
A facile photochemical preparation of 5-, 6-, and 7-substituted chroman-4-ones from aryl 3-methyl-2-butenoate esters is described. The two-phase base-catalyzed method relies upon two consecutive processes in one-pot reaction through a photo-Fries rearrangement and a based-catalyzed intramolecular oxa-Michael addition to afford the desired products. © 2014 Elsevier Ltd.
Registro:
Documento: |
Artículo
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Título: | Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones |
Autor: | Iguchi, D.; Erra-Balsells, R.; Bonesi, S.M. |
Filiación: | CIHIDECAR - CONICET, Departamento de Química Orgánica, University of Buenos Aires, Buenos Aires, 1428, Argentina
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Palabras clave: | Aryl esters; Chroman-4-ones; oxa-Michael addition; photo-Fries rearrangement; Two-phase reaction; 3 methyl 2 butenoate ester derivative; 4 chromanone derivative; cyclohexane; ester derivative; natural product; unclassified drug; Article; catalysis; cyclization; Michael addition; photochemistry; quantum yield; reaction analysis |
Año: | 2014
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Volumen: | 55
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Número: | 33
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Página de inicio: | 4653
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Página de fin: | 4656
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DOI: |
http://dx.doi.org/10.1016/j.tetlet.2014.06.081 |
Título revista: | Tetrahedron Letters
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Título revista abreviado: | Tetrahedron Lett.
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ISSN: | 00404039
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CODEN: | TELEA
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CAS: | cyclohexane, 110-82-7
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v55_n33_p4653_Iguchi |
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Citas:
---------- APA ----------
Iguchi, D., Erra-Balsells, R. & Bonesi, S.M.
(2014)
. Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones. Tetrahedron Letters, 55(33), 4653-4656.
http://dx.doi.org/10.1016/j.tetlet.2014.06.081---------- CHICAGO ----------
Iguchi, D., Erra-Balsells, R., Bonesi, S.M.
"Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones"
. Tetrahedron Letters 55, no. 33
(2014) : 4653-4656.
http://dx.doi.org/10.1016/j.tetlet.2014.06.081---------- MLA ----------
Iguchi, D., Erra-Balsells, R., Bonesi, S.M.
"Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones"
. Tetrahedron Letters, vol. 55, no. 33, 2014, pp. 4653-4656.
http://dx.doi.org/10.1016/j.tetlet.2014.06.081---------- VANCOUVER ----------
Iguchi, D., Erra-Balsells, R., Bonesi, S.M. Expeditious photochemical reaction toward the preparation of substituted chroman-4-ones. Tetrahedron Lett. 2014;55(33):4653-4656.
http://dx.doi.org/10.1016/j.tetlet.2014.06.081