RuII-Catalyzed Vinylative Dearomatization of Naphthols via a C(sp2)鈥揌 Bond Activation Approach

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• 作者：Jiang Nan ; Zhijun Zuo ; Lei Luo ; Lu Bai ; Huayu Zheng ; Yini Yuan ; Jingjing Liu ; Xinjun Luan ; Yaoyu Wang
• 刊名：Journal of the American Chemical Society
• 出版年：2013
• 出版时间：November 20, 2013
• 年：2013
• 卷：135
• 期：46
• 页码：17306-17309
• 全文大小：355K
• 年卷期：v.135,no.46(November 20, 2013)
• ISSN：1520-5126

文摘

Intermolecular annulation reactions of 1-aryl-2-naphthols with internal alkynes proceed efficiently in the presence of a Ru catalyst and a Cu oxidant to generate spirocyclic compounds by sequential cleavage of the C(sp²)-H bond, migratory insertion of the alkyne, and dearomatization of the naphthyl ring. Various spirocyclic molecules bearing an all-carbon quaternary stereocenter could be obtained by this novel method with good yields and excellent regioselectivity, and the current process tolerates a variety of synthetically important functional groups.