Photochemical,Metal-Free Sigmatropic Rearrangement Reactions of Sulfur Ylides |
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Authors: | Zhen Yang Yujing Guo Prof. Dr. Rene M. Koenigs |
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Affiliation: | Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany |
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Abstract: | Sigmatropic rearrangement reactions constitute one of the most fundamental reactions of carbenes. While state-of-the-art synthetic methods require the use of expensive precious metal catalysts, the application of visible light for the photolysis of α-aryldiazoacetates is much less investigated and provides an operationally simple entry to carbenes under mild reaction conditions. Herein, we report on blue-light induced sigmatropic rearrangement reactions of sulfur compounds with α-aryldiazoacetates. This process, depending on the substitution pattern of the sulfide, opens up formal insertion reactions of carbenes into S−N, S−C, or C−H bonds. |
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Keywords: | carbenes diazoalkanes metal-free reactions photochemistry rearrangements |
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