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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Autores principales:	Crevatín, L.K., Bonesi, S.M., Erra-Balsells, R.
Formato:	JOUR
Materias:	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
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_0018019X_v89_n6_p1147_Crevatin
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_0018019X_v89_n6_p1147_Crevatin
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spelling	todo:paper_0018019X_v89_n6_p1147_Crevatin2023-10-03T14:15:09Z Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds Crevatín, L.K. Bonesi, S.M. Erra-Balsells, R. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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 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
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.
format	JOUR
author	Crevatín, L.K. Bonesi, S.M. Erra-Balsells, R.
author_facet	Crevatín, L.K. Bonesi, S.M. Erra-Balsells, R.
author_sort	Crevatín, L.K.
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
url	http://hdl.handle.net/20.500.12110/paper_0018019X_v89_n6_p1147_Crevatin
work_keys_str_mv	AT crevatinlk photofriesrearrangementofcarbazol2ylsulfonatesefficienttoolfortheintroductionofsulfonylgroupsintopolycyclicaromaticcompounds AT bonesism photofriesrearrangementofcarbazol2ylsulfonatesefficienttoolfortheintroductionofsulfonylgroupsintopolycyclicaromaticcompounds AT errabalsellsr photofriesrearrangementofcarbazol2ylsulfonatesefficienttoolfortheintroductionofsulfonylgroupsintopolycyclicaromaticcompounds
_version_	1807317395667156992

Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds

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