Rawner, Thomas and Knorn, Matthias and Lutsker, Eugen and Hossain, Asik. and Reiser, Oliver (2016) Synthesis of Trifluoromethylated Sultones from Alkenols Using a Copper Photoredox Catalyst. JOURNAL OF ORGANIC CHEMISTRY, 81 (16). pp. 7139-7147. ISSN 0022-3263,
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A photo-redox-catalyzed procedure for the one-step formation of sultones from alpha,omega-alkenols and trifluoromethylsulfonyl chloride is described. Using [Cu(dap)(2)]Cl (1 mol %), a wide range of substrates can be cleanly converted to the target compounds, while commonly employed photoelectron transfer catalysts such as [Ru(bpy)(3)]Cl-2 or fac-Ir(ppy)(3) fail in this transformation. The obtained fluorinated sultones are attractive as potential electrolyte additives or as structural motifs in drug synthesis, with the latter being demonstrated with the synthesis of a trifluoroethyl-substituted analogue of a benzoxathiin that has high anti-arrhythmic activity.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TRANSFER RADICAL-ADDITION; RING-CLOSING METATHESIS; HIGHLY OXYGENATED 1,10-SECO-EUDESMANOLIDES; 1,3-DIPOLAR CYCLOADDITION REACTIONS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; LITHIUM-ION BATTERIES; DIELS-ALDER REACTION; C-H INSERTION; VISIBLE-LIGHT; REVERSE-TRANSCRIPTASE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 03 Apr 2019 07:12 |
| Last Modified: | 03 Apr 2019 07:12 |
| URI: | https://pred.uni-regensburg.de/id/eprint/3478 |
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