Simple and efficient synthesis of tetrahydro-β-carbolines via the Pictet-Spengler reaction in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)

被引:39
作者
Wang, Li-Na [1 ]
Shen, Su-Li [1 ]
Qu, Jin [1 ]
机构
[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
ENANTIOSPECIFIC TOTAL-SYNTHESIS; MONOTERPENOID INDOLE ALKALOIDS; SURFACTANT-COMBINED CATALYST; FLUORINATED ALCOHOLS; MULTIDRUG-RESISTANCE; FUMITREMORGIN C; AROMATIC-AMINES; ACID CATALYST; AQUEOUS-MEDIA; TETRAHYDROISOQUINOLINES;
D O I
10.1039/c4ra03628j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) can act as both the solvent and the catalyst to promote the Pictet-Spengler reactions between tryptamine derivatives and aldehydes or activated ketones. For most substrates, removing the low boiling point HFIP by distillation directly afforded tetrahydro-beta-carbolines in high yields.
引用
收藏
页码:30733 / 30741
页数:9
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