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Palladium‐Catalyzed Oxidative Carbocyclization–Borylation of Enallenes to Cyclobutenes
Authors:Dr. Youai Qiu  Bin Yang  Dr. Can Zhu  Prof. Dr. Jan‐E. Bäckvall
Affiliation:Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
Abstract:
A highly efficient palladium‐catalyzed oxidative borylation of enallenes was developed for the selective formation of cyclobutene derivatives and fully‐substituted alkenylboron compounds. Cyclobutenes are formed as the exclusive products in MeOH in the presence of H2O and Et3N, whereas the use of AcOH leads to alkenylboron compounds. Both reactions showed a broad substrate scope and good tolerance for various functional groups, including carboxylic acid ester, free hydroxy, imide, and alkyl groups. Furthermore, transformations of the borylated products were conducted to show their potential applications.
Keywords:allenes  borylation  cyclobutenes  oxidation  palladium
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