文献类型：期刊文献

英文题名：CuBr2-Catalyzed Mild Oxidation of 3,4-Dihydro-β-Carbolines and Application in Total Synthesis of 6-Hydroxymetatacarboline D

作者：Meng, Tian-Zhuo[1,2];Zheng, Jie[2];Trieu, Tien Ha[2];Zheng, Bo[2];Wu, Jia-Jia[2];Zhang, Yi[2];Shi, Xiao-Xin[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Dept Pharmaceut Engn, 130 Mei Long Rd, Shanghai 200237, Peoples R China

年份：2018

卷号：3

期号：1

起止页码：544

外文期刊名：ACS OMEGA

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000427933200060)】；

基金：We are grateful to the National Natural Science Foundation of China (No. 20972048) for financial support of this work.

语种：英文

摘要：A green chemical method for the conversion of 3,4-dihydro-beta-carbolines to beta-carbolines has been developed using air as the oxidant. With 15 mol % CuBr2 as the catalyst, 3,4-dihydro-beta-carbolines could be efficiently oxidized to beta-carbolines in dimethyl sulfoxide at room temperature in the presence of 1,8-diazabicyclo[ 5,4,0] undec-7-ene (or Et3N). By applying this method, the first total synthesis of 6-hydroxymetatacarboline D was performed through 12 steps in 22% overall yield starting from L-5-hydroxy-tryptophan.