Citation: Wang Zhen, Yu Zhenzhen, Yao Yao, Zhang Yakai, Xiao Xuefeng, Wang Bin. A practical synthesis of β-carbolines by tetra-nbutylammonium bromide (TBAB)-mediated cycloaromatization reaction of aldehydes with tryptophan derivatives[J]. Chinese Chemical Letters, ;2019, 30(8): 1541-1544. doi: 10.1016/j.cclet.2019.07.001 shu

A practical synthesis of β-carbolines by tetra-nbutylammonium bromide (TBAB)-mediated cycloaromatization reaction of aldehydes with tryptophan derivatives

Wang Zhen ^a ,
Yu Zhenzhen ^a ,
Yao Yao ^a ,
Zhang Yakai ^a ,
Xiao Xuefeng ^b,*, ,
Wang Bin ^a,*,

a.
College of Pharmacy and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300353, China
b.
Tianjin University of Traditional Chinese Medicine, Tianjin 300193, China

kai1219@163.com

wangbin@nankai.edu.cn

Received Date: 30 May 2019
Revised Date: 25 June 2019
Accepted Date: 26 June 2019
Available Online: 2 August 2019

Figures(3)

A mild and efficient nBu₄NBr-mediated oxidative cycloaromatization to prepare β-carbolines from readily available tryptophans and aldehydes is described. The reaction is practical and allows the synthesis of β-carbolines on gram-scale. Some of products crystallized from the reaction mixture and were easily removed by filtration, obviating the need for chromatographic separation.
- Carbolines,
- Tryptophan,
- Cycloaromatization,
- TBAB,
- Tetra-n-butylammonium bromide
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