Bronsted Acid-Catalyzed Straightforward Synthesis of Benzo[b]carbazoles from 2,3-Unsubstituted Indoles

被引:41
作者
Suarez, Anisley [1 ]
Garcia-Garcia, Patricia [1 ]
Fernandez-Rodriguez, Manuel A. [1 ]
Sanz, Roberto [1 ]
机构
[1] Univ Burgos, Fac Ciencias, Dept Quim, Area Quim Organ, Burgos 09001, Spain
关键词
1; 2-alkyl shift; benzo[b]carbazoles; BrOnsted acid catalysis; heterocycles; synthetic methods; ACTIVE CARBAZOLE ALKALOIDS; FRIEDEL-CRAFTS ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; CYCLOADDITION REACTIONS; HIGHLY EFFICIENT; DOMINO REACTIONS; ELLIPTICINE; DERIVATIVES; MIGRATION; SEQUENCE;
D O I
10.1002/adsc.201300868
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Described is a general and efficient synthesis of valuable benzo[b]carbazoles by BrOnsted acid-catalyzed reactions between simple C-2,C-3-unsubstituted indoles and ortho-[-(hydroxy)benzyl]benzaldehyde acetals. Highly selective migration processes are involved as key steps in the overall cascade sequence that involves the one-pot formation of two new bonds and a cycle in a regioselective fashion.
引用
收藏
页码:374 / 382
页数:9
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