Ru II -Catalyzed Vinylative Dearomatization of Naphthols via a C(sp 2 )–H Bond Activation Approach
2013; American Chemical Society; Volume: 135; Issue: 46 Linguagem: Inglês
10.1021/ja410060e
ISSN1943-2984
AutoresJiang Nan, Zhijun Zuo, Lei Luo, Lu Bai, Huayu Zheng, Yini Yuan, Jingjing Liu, Xinjun Luan, Yao‐Yu Wang,
Tópico(s)Catalytic Cross-Coupling Reactions
ResumoIntermolecular 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.
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