Abstract:
Systematic studies on the photo-Fries rearrangement of different 9H-carbazol-2-yl sulfonates 2 have shown that this type of conversion can be readily used for the preparative-scale introduction of alkyl- or arylsulfonyl groups into polycyclic aromatic compounds under very mild conditions. A series of new 1-sulfonyl- (3) or 3-sulfonyl-9H-carbazoles (4) were prepared in medium-to-good yields, and characterized by UV/VIS, 1H-NMR, and 13C-NMR spectroscopy, as well as by elemental analysis. Effects of irradiation wavelength, solvent polarity, presence or absence of O2, and photosensitizers were studied in detail. © 2006 Verlag Helvetica Chimica Acta AG.
Registro:
Documento: |
Artículo
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Título: | Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
Autor: | Crevatín, L.K.; Bonesi, S.M.; Erra-Balsells, R. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428-Buenos Aires, Argentina
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Palabras clave: | Nuclear magnetic resonance spectroscopy; Photosensitizers; Polycyclic aromatic hydrocarbons; Solvents; Irradiation wavelength; Photo-Fries; Solvent polarity; Organic compounds; 3 sulfonyl 9h carbazole derivative; 9h carbazol 2 yl sulfonate derivative; oxygen; photosensitizing agent; polycyclic aromatic compound; unclassified drug; article; irradiation; nuclear magnetic resonance spectroscopy; priority journal; ultraviolet spectroscopy; X ray photoelectron spectroscopy |
Año: | 2006
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Volumen: | 89
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Número: | 6
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Página de inicio: | 1147
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Página de fin: | 1157
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DOI: |
http://dx.doi.org/10.1002/hlca.200690112 |
Título revista: | Helvetica Chimica Acta
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Título revista abreviado: | Helv. Chim. Acta
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ISSN: | 0018019X
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CODEN: | HCACA
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CAS: | oxygen, 7782-44-7
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v89_n6_p1147_Crevatin |
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Citas:
---------- APA ----------
Crevatín, L.K., Bonesi, S.M. & Erra-Balsells, R.
(2006)
. Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds. Helvetica Chimica Acta, 89(6), 1147-1157.
http://dx.doi.org/10.1002/hlca.200690112---------- CHICAGO ----------
Crevatín, L.K., Bonesi, S.M., Erra-Balsells, R.
"Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds"
. Helvetica Chimica Acta 89, no. 6
(2006) : 1147-1157.
http://dx.doi.org/10.1002/hlca.200690112---------- MLA ----------
Crevatín, L.K., Bonesi, S.M., Erra-Balsells, R.
"Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds"
. Helvetica Chimica Acta, vol. 89, no. 6, 2006, pp. 1147-1157.
http://dx.doi.org/10.1002/hlca.200690112---------- VANCOUVER ----------
Crevatín, L.K., Bonesi, S.M., Erra-Balsells, R. Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds. Helv. Chim. Acta. 2006;89(6):1147-1157.
http://dx.doi.org/10.1002/hlca.200690112