Ni-Catalyzed Cyclization of Enynes and Alkynylboronates: Atom-Economical Synthesis of Boryl-1,4-dienes |
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Authors: | Natalia Cabrera-Lobera Dr. M. Teresa Quirós Dr. Elena Buñuel Prof. Diego J. Cárdenas |
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Affiliation: | Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Institute for Advanced Research in Chemical Sciences (IAdChem), Av. Francisco TomásyValiente 7, Cantoblanco, 28049-Madrid Spain |
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Abstract: | We report a novel atom-economical Ni-catalyzed cyclization reaction of enynes with alkynylboronates. The reaction employs a non-expensive Ni salt, a phosphine-based ligand and easy-handling alkynylboronates as boron–carbon source. The reaction provides complex fused-bicyclic compounds containing borylated 1,4-cyclohexadienes in high yields in short reaction times, involving the formation of two C−C bonds in one step. A reasonable reaction mechanism is proposed based on mechanistic experimental results. |
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Keywords: | boron carbocycles homogeneous catalysis nickel reaction mechanism |
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