Palladium‐Catalyzed/Norbornene‐Mediated CH Activation/ N‐Tosylhydrazone Insertion Reaction: A Route to Highly Functionalized Vinylarenes |
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| Authors: | Dr. Ping‐Xin Zhou Lan Zheng Jun‐Wei Ma Yu‐Ying Ye Xue‐Yuan Liu Prof. Dr. Peng‐Fei Xu Prof. Dr. Yong‐Min Liang |
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| Affiliation: | 1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (P.R. China), Fax: (0086)?931‐8912582;2. State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Science, Lanzhou 730000 (P.R. China) |
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| Abstract: | A straightforward method for the synthesis of highly functionalized vinylarenes through palladium‐catalyzed, norbornene‐mediated C?H activation/carbene migratory insertion is described. Extension to a one‐pot procedure is also developed. Furthermore, this method can also be used to generate polysubstituted bicyclic molecules. The reaction proceeds under mild conditions to give the products in satisfactory yields using readily available starting materials. This is a Catellani–Lautens reaction that incorporates different types of coupling partners. Additionally, this reaction is the first to demonstrate the possibility of combining Pd‐catalyzed insertion of diazo compounds and Pd‐catalyzed C?H activation. |
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| Keywords: | C H activation C C coupling diazo compounds palladium synthetic methods |
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