Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds
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 o...
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v89_n6_p1147_Crevatin http://hdl.handle.net/20.500.12110/paper_0018019X_v89_n6_p1147_Crevatin |
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paper:paper_0018019X_v89_n6_p1147_Crevatin2023-06-08T14:39:11Z Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds Bonesi, Sergio Mauricio Erra Balsells, Rosa 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 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. Fil:Bonesi, S.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Erra-Balsells, R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2006 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v89_n6_p1147_Crevatin http://hdl.handle.net/20.500.12110/paper_0018019X_v89_n6_p1147_Crevatin |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
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 |
spellingShingle |
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 Bonesi, Sergio Mauricio Erra Balsells, Rosa Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
topic_facet |
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 |
description |
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. |
author |
Bonesi, Sergio Mauricio Erra Balsells, Rosa |
author_facet |
Bonesi, Sergio Mauricio Erra Balsells, Rosa |
author_sort |
Bonesi, Sergio Mauricio |
title |
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
title_short |
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
title_full |
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
title_fullStr |
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
title_full_unstemmed |
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
title_sort |
photo-fries rearrangement of carbazol-2-yl sulfonates: efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds |
publishDate |
2006 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v89_n6_p1147_Crevatin http://hdl.handle.net/20.500.12110/paper_0018019X_v89_n6_p1147_Crevatin |
work_keys_str_mv |
AT bonesisergiomauricio photofriesrearrangementofcarbazol2ylsulfonatesefficienttoolfortheintroductionofsulfonylgroupsintopolycyclicaromaticcompounds AT errabalsellsrosa photofriesrearrangementofcarbazol2ylsulfonatesefficienttoolfortheintroductionofsulfonylgroupsintopolycyclicaromaticcompounds |
_version_ |
1768544806278004736 |