Citation: Li Kunyu, Bai Lu, Luan Xinjun. Pd-Catalyzed Dearomative Spirocyclization of Bromophenols via[2+2+1] Strategy[J]. Chinese Journal of Organic Chemistry, ;2019, 39(8): 2211-2217. doi: 10.6023/cjoc201903065 shu

Pd-Catalyzed Dearomative Spirocyclization of Bromophenols via[2+2+1] Strategy

Li Kunyu ^† ,
Bai Lu ^†,, ,
Luan Xinjun ^,

College of Chemistry & Materials Science, Northwest University, Xi'an 710127

Corresponding author: Bai Lu, xluan@nwu.edu.cn Luan Xinjun, xluan@nwu.edu.cn

^†

Received Date: 28 March 2019
Revised Date: 26 April 2019
Available Online: 28 August 2019
Fund Project: the National Natural Science Foundation of China 21672169the Key Laboratory Project of Xi'an City 201805058ZD9CG42Project supported by the National Natural Science Foundation of China (No. 21672169), and the Key Laboratory Project of Xi'an City (No. 201805058ZD9CG42)

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A novel palladium(0)-catalyzed dearomative spirocyclization reaction of bromophenols has been developed for building a series of spirocyclic architectures containing a quaternary carbon center via[2+2+1] strategy. This method employs inexpensive bromophenols and easily accessible alkynes. It exhibits a broad substrate scope in good yields. Notably, this transformation can be realized with high regioselectivity (>19:1 rr) when using unsymmetrical alkynes, which greatly expands the research scope of phenol dearomatization.
- transition-metal-catalyzed,
- dearomatization,
- spirocyclization,
- bromophenols
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