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Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction |
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| Authors: | Benjamin Lipp Lisa Marie Kammer Dr. Murat Kücükdisli Adriana Luque Jonas Kühlborn Dr. Stefan Pusch Gita Matulevičiūtė Dr. Dieter Schollmeyer Prof. Dr. Algirdas Šačkus Prof. Dr. Till Opatz |
| Affiliation: | 1. Johannes Gutenberg University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany These authors contributed equally to this work.;2. Johannes Gutenberg University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany;3. Johannes Gutenberg University, Institute of Organic Chemistry, Duesbergweg 10–14, 55128 Mainz, Germany Institute of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl.19, 50254 Kaunas, Lithuania;4. Institute of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl.19, 50254 Kaunas, Lithuania |
| Abstract: | Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination. |
| Keywords: | arylation multicomponent reactions photoredox catalysis radical ions sulfonylation |