- Highly efficient synthesis of unsymmetrical 1,3-diynes from organoalane reagents and alkynyl bromides mediated by a nickel catalyst
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Highly efficient and simple cross-coupling reactions of alkynylbromides with organoalane reagents for the synthesis of unsymmetrical 1,3-diynes derivatives using Ni(OAc)2 (2-5 mol%)/(o-furyl)3P (4-10 mol%) as a catalyst are reported. Excellent yields (up to 94%) were obtained for a wide range of substrates at rt or 60 °C for 2-3 h in Et2O or toluene.
- Mo, Song,Shao, Xue-Bei,Zhang, Gang,Li, Qing-Han
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p. 27243 - 27247
(2017/07/11)
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- Synthetic method of asymmetric 1,4-diarylbutadiyne compounds
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The invention discloses a synthetic method of asymmetric 1,4-diarylbutadiyne compounds. A double elimination method is employed in the method; with [alpha]-methylenesulfone and alkynyl aldehyde as raw materials, a series of asymmetric 1,4-diarylbutadiyne compounds are synthesized. The synthetic method is free of heavy metals and is green and environment-friendly. Compared with cross-coupling raw material synthesis with metal acetylides and halogenated terminal alkyne, the method is simple; and compared with a homocoupling reaction of terminal alkyne, the method can be used for synthesizing asymmetric conjugate diyne.
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Paragraph 0110; 0111; 0112; 0113; 0114; 0115; 0116; 0117
(2017/02/28)
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- Cu (I) immobilized on functionalized SBA-15: A recyclable catalyst for the synthesis of 1,3-diynes using terminal alkynes without base
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A new functionalized SBA-15 catalyst immobilized CuI was successfully prepared, and the catalytic activity was tested in the oxidative homocoupling of terminal alkynes at the absence of base, and good to excellent yields was obtained to get 1,3-diynes without any side product formation in the solution of DMSO. Moreover, the system also allowed the synthesis of unsymmetric 1,3-diynes by cross-coupling of two different terminal alkynes. Finally, the catalyst could be reused for several times without a significant loss of activity.
- Ma, Zongyan,Wang, Xiaoyu,Wei, Shuoyun,Yang, Honglei,Zhang, Fengwei,Wang, Peng,Xie, Miao,Ma, Jiantai
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- A straightforward method for the synthesis of unsymmetrically substituted 1,3-dienes
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An efficient synthetic approach to a variety of unsymmetrically substituted conjugated diynes has been developed, starting from the readily available 1,4-bis(trimethylsilyl)-1,3-butadiyne, based upon the selective and sequential substitution of the trimethylsilyl groups with alkyl, aryl and vinyl groups.
- Fiandanese, Vito,Bottalico, Daniela,Marchese, Giuseppe,Punzi, Angela
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p. 9087 - 9090
(2007/10/03)
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- Strictly "pair"-selective and economical synthesis of conjugated diynes via Pd-catalyzed reaction of terminal alkynes with 1,1-dichloroethylene, elimination with LDA, and subsequent transformations
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Various unsymmetrically substituted conjugated diynes can be synthesized in a completely "pair"-selective manner via Pd-catalyzed reaction of terminal alkynes with 1,1-dichloroethylene in the presence of Pd(PPh3)4 followed by elimina
- Qian, Mingxing,Negishi, Ei-Ichi
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p. 412 - 417
(2013/09/06)
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