Palladium(II)-Catalyzed Oxidative Dearomatization of Free Naphthols with Two Alkyne Units

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• 作者：Songlin Gu ; Lei Luo ; Jingjing Liu ; Lu Bai ; Huayu Zheng ; Yaoyu Wang ; Xinjun Luan
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 5, 2014
• 年：2014
• 卷：16
• 期：23
• 页码：6132-6135
• 全文大小：361K
• ISSN：1523-7052

文摘

Readily available 2-naphthols undergo [2 + 2 + 1] spiroannulation reactions with alkynes in the presence of a Pd^II catalyst and an oxidant. This process relies on C鈥揌 functionalization and naphthyl ring dearomatization at the 1-position of 2-naphthols to provide a variety of spirocyclic compounds. Using alkyl鈥揳ryl alkynes as the coupling partners led to regioisomeric mixtures in favor of the head-to-tail isomer bearing a quaternary carbon stereocenter.