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Copper-Catalyzed Borylation Reactions of Alkynes and Arynes


  • This work was financially supported by Research for Promoting Technological Seeds from the Japan Science and Technology Agency (JST), the Electric Technology Research Foundation of Chugoku, The Mazda Foundation, and the Furukawa Technology Promotion Foundation. We thank Central Glass Co., Ltd. for a generous gift of trifluoromethanesulfonic anhydride, and Prof. Masahiro Sadakane, Dr. Hiroshi Fukuoka, and Masaya Itakura (Hiroshima University) for EDX measurements.


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One, two, three, four: A copper(I)–phosphine complex catalyzes the diborylation of alkynes and arynes, and the tri- or tetraborylation of propargyl ethers (see scheme; pin=pinacolato). In the latter cases, the C[BOND]O bond(s) as well as the C[TRIPLE BOND]C bond are borylated in one pot. Furthermore, a diborylation product serves as an intermediate in the efficient synthesis of ortho-terphenyls with pharmacological activity.