Indium Tribromide Catalyzed Coupling Reaction of Enol Ethers with Silyl Ketene Imines toward the Synthesis of β,γ-Unsaturated Nitriles.

Indium Tribromide Catalyzed Coupling Reaction of Enol Ethers with Silyl Ketene Imines toward the Synthesis of β,γ-Unsaturated Nitriles.
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DOI:
10.1002/chem.201503414
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发表时间:
2015-12
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影响因子:
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通讯作者:
Yoshihiro Nishimoto;T. Nishimura;M. Yasuda
Yoshihiro Nishimoto;T. Nishimura;M. Yasuda
中科院分区:
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文献类型:
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作者:
Yoshihiro Nishimoto;T. Nishimura;M. Yasuda

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Herein, a coupling reaction of enol ethers with silyl ketene imines in the presence of catalytic amounts of InBr3 and Me3 SiBr is described. Kinetic studies have revealed that an indium catalyst and Me3 SiBr accelerated the coupling process and the regeneration of the catalyst, respectively. Various types of enol ethers and silyl ketene imines are applicable. In addition, a formal synthesis of verapamil was achieved by using this novel coupling reaction.