908850-21-5Relevant articles and documents
Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds
Crevatin, Laura K.,Bonesi, Sergio M.,Erra-Balsells, Rosa
, p. 1147 - 1157 (2006)
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.