Ir(III)-Catalyzed Oxidative Coupling of NH Isoquinolones with Benzoquinone

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• 作者：Tao Zhou ; Liubo Li ; Bin Li ; Haibin Song ; Baiquan Wang
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：September 4, 2015
• 年：2015
• 卷：17
• 期：17
• 页码：4204-4207
• 全文大小：449K
• ISSN：1523-7052

文摘

The oxidative coupling reactions of NH isoquinolones with 1,4-benzoquinone proceeded efficiently to form spiro compounds in the presence of an Ir(III) catalyst through C鈥揌 activation. The reactions have a broad range of substrates, with nearly quantitative yields, without the use of external oxidants. For 1,4-naphthoquinone and other substituted 1,4-benzoquinone substrates the reactions also gave high yields with Cu(OAc)₂路H₂O as an external oxidant. A catalytically competent five-membered iridacycle has been isolated and structurally characterized, thus revealing a key intermediate in the catalytic cycle.