Catalytic Enolate Arylation with 3-Bromoindoles Allows the Formation of β-Carbolines

被引:18
|
作者
Esteves, C. Henrique Alves [1 ]
Smith, Peter D. [2 ]
Donohoe, Timothy J. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
[2] AstraZeneca, Pharmaceut Sci, Silk Rd Business Pk, Macclesfield SK10 2NA, Cheshire, England
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 08期
关键词
ALPHA-ARYLATION; SUBSTITUTED ISOQUINOLINES; ARYL HALIDES; INDOLE; DERIVATIVES; ALKALOIDS; KETONES; AZAHETEROCYCLES; LIGANDS; ALKYNES;
D O I
10.1021/acs.joc.7b00299
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of substituted beta-carbolines was accomplished by utilizing the catalytic enolate arylation reaction of ketones in conjunction with several 3-bromoindole derivatives. Quenching of the arylation reaction in situ with an electrophile allowed ready incorporation of functionality at the carboline C-4 position in an efficient one-pot protocol.
引用
收藏
页码:4435 / 4443
页数:9
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