4.8 Article

Nickel-Catalyzed Oxidative Coupling Reactions of Two Different Terminal Alkynes Using O2 as the Oxidant at Room Temperature: Facile Syntheses of Unsymmetric 1,3-Diynes

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ORGANIC LETTERS
卷 11, 期 3, 页码 709-712

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AMER CHEMICAL SOC
DOI: 10.1021/ol8027863

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资金

  1. National Natural Science Foundation of China [20772093, 20502020, 20832003]
  2. Excellent Youth Foundation of Hubei Scientific Committee
  3. Specialized Research Fund for the Doctoral Program of Higher Education [20060486005]
  4. Wuhan University

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Two different terminal alkynes now can be coupled together in the presence of NiCl2 center dot 6H(2)O/Cul by using an excess of one of the terminal alkyne substrates. The new method employed 20 mol % TMEDA as the ligand and environmentally benign O-2 or air as the oxidant. It is the first example using Ni-salt as catalyst by employing air or O-2 as oxidant, which led to efficient heterocoupling of two different alkynes.

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