Citation: Liang Xiao-Wei, Chen Xiaoling, Zhang Zhiguo, You Shu-Li. Catalytic asymmetric brominative dearomatization reaction of benzofurans[J]. Chinese Chemical Letters, ;2018, 29(8): 1212-1214. doi: 10.1016/j.cclet.2018.01.039 shu

Catalytic asymmetric brominative dearomatization reaction of benzofurans

a.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
b.
Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, China

Corresponding author: Zhang Zhiguo, zhiguo.zhang@zju.edu.cn You Shu-Li, slyou@sioc.ac.cn

Received Date: 7 December 2017
Revised Date: 9 January 2018
Accepted Date: 22 January 2018
Available Online: 15 August 2018

Figures(3)

A catalytic asymmetric brominative dearomatization reaction of benzofuran derivatives was achieved by using hydroquinidine 1, 4-phthalazinediyl diether[(DHQ)₂PHAL] as the catalyst and N-bromoacetamide (NBAc) as the brominating reagent. A series of brominated spiro[benzofuran-2, 5'-oxazoles] bearing two contiguous stereogenic centers were obtained in high yields (up to 99%) with excellent enantioselectivity (up to 97% ee).
- Asymmetric catalysis,
- Bromination,
- Benzofuran,
- Dearomatization,
- Organocatalysis
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