Abstract:
The biphasic base catalysis-mediated photo-Fries rearrangement reaction of aryl 3-methy-2-butenoate esters in room temperature cyclohexane - 10% KOH system was investigated. This mild photochemical reaction leads to the formation of chroman-4-one derivatives in good to high yield and in short reaction times (30-120 min) in a one-pot photochemical reaction. Also, the photochemical reaction, as a convenient, versatile, and general method, applies efficiently to polycyclic and heterocyclic 3-methy-2-butenaote esters. © 2010 Elsevier Ltd.
Registro:
Documento: |
Artículo
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Título: | A mild and convenient one-pot photochemical synthesis of chroman-4-one derivatives. the photo-Fries rearrangement of (hetero)aryl 3-methyl-2-butenoate esters under basic catalysis |
Autor: | López, C.S.; Erra-Balsells, R.; Bonesi, S.M. |
Filiación: | CIHIDECAR-CONICET, Departamento de Química Orgánica, Universidad de Buenos Aires, Ciudad Universitaria, 1428, Buenos Aires, Argentina
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Palabras clave: | 4 chromanone derivative; cyclohexane; ester derivative; heterocyclic compound; potassium hydroxide; article; catalysis; chemical reaction; Michael addition; one pot synthesis; photo Fries rearrangement; photochemistry; reaction analysis; reaction time; room temperature; synthesis |
Año: | 2010
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Volumen: | 51
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Número: | 33
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Página de inicio: | 4387
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Página de fin: | 4390
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DOI: |
http://dx.doi.org/10.1016/j.tetlet.2010.06.063 |
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; potassium hydroxide, 1310-58-3
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v51_n33_p4387_Lopez |
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Citas:
---------- APA ----------
López, C.S., Erra-Balsells, R. & Bonesi, S.M.
(2010)
. A mild and convenient one-pot photochemical synthesis of chroman-4-one derivatives. the photo-Fries rearrangement of (hetero)aryl 3-methyl-2-butenoate esters under basic catalysis. Tetrahedron Letters, 51(33), 4387-4390.
http://dx.doi.org/10.1016/j.tetlet.2010.06.063---------- CHICAGO ----------
López, C.S., Erra-Balsells, R., Bonesi, S.M.
"A mild and convenient one-pot photochemical synthesis of chroman-4-one derivatives. the photo-Fries rearrangement of (hetero)aryl 3-methyl-2-butenoate esters under basic catalysis"
. Tetrahedron Letters 51, no. 33
(2010) : 4387-4390.
http://dx.doi.org/10.1016/j.tetlet.2010.06.063---------- MLA ----------
López, C.S., Erra-Balsells, R., Bonesi, S.M.
"A mild and convenient one-pot photochemical synthesis of chroman-4-one derivatives. the photo-Fries rearrangement of (hetero)aryl 3-methyl-2-butenoate esters under basic catalysis"
. Tetrahedron Letters, vol. 51, no. 33, 2010, pp. 4387-4390.
http://dx.doi.org/10.1016/j.tetlet.2010.06.063---------- VANCOUVER ----------
López, C.S., Erra-Balsells, R., Bonesi, S.M. A mild and convenient one-pot photochemical synthesis of chroman-4-one derivatives. the photo-Fries rearrangement of (hetero)aryl 3-methyl-2-butenoate esters under basic catalysis. Tetrahedron Lett. 2010;51(33):4387-4390.
http://dx.doi.org/10.1016/j.tetlet.2010.06.063