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Palladium-catalyzed intramolecular vinylarylation of alkene: Access to spirocyclic scaffold
Authors:Longlei Hou  Yifan Wang  Xiaofeng Tong
Affiliation:Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, 200237 Shanghai, China
Abstract:A Pd(0)-catalyzed cascade reaction of (Z)-1-iodo-1,6-diene bearing a N-heteroaryl ring, including indole, pyrrole as well as imidazole, is reported. The reaction proceeds via Heck-type carbopalladation, which is followed by C-H activation of the attached N-hetero ring, thus delivering 6,5-spirocycles in moderate to good yields. Furthermore, the preliminary attempt at asymmetric version was also conducted.
Keywords:Palladium catalysis  Heck carbopalladation  C-H activation  Cascade reaction  Spirocycle
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