A [4+1] Cyclative Capture Approach to 3H-Indole-N-oxides at Room Temperature by Rhodium(III)-Catalyzed C-H Activation
Yang, Yaxi; Wang, Xuan; Li, Yuanchao; Zhou, Bing
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2015-12-14
卷号54期号:51页码:15400-15404
关键词C-H activation cyclizations diazo compounds heterocycles rhodium
ISSN号1433-7851
DOI10.1002/anie.201508702
文献子类Article
英文摘要The rhodium(III)-catalyzed [3+2] C-H cyclization of aniline derivatives and internal alkynes represents a useful contribution to straightforward synthesis of indoles. However, there is no report on the more challenging synthesis of pharmaceutically important N-hydroxyindoles and 3H-indole-N-oxides. Reported herein is the first rhodium(III)-catalyzed [4+1] C-H oxidative cyclization of nitrones with diazo compounds to access 3H-indole-N-oxides. More significantly, this reaction proceeds at room temperature and has been extended to the synthesis of N-hydroxyindoles and N-hydroxyindolines.
资助项目National Natural Science Foundation of China[21302200]
WOS关键词NONREARRANGED MONOTERPENOID UNIT ; OXIDIZING DIRECTING GROUP ; SIMPLE INDOLE ALKALOIDS ; OXYGEN-ATOM TRANSFER ; N-OXIDE DERIVATIVES ; INTERNAL ALKYNES ; BOND ACTIVATION ; DIAZO-COMPOUNDS ; EFFICIENT SYNTHESIS ; CARBENOID FUNCTIONALIZATION
WOS研究方向Chemistry
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:000368058500010
内容类型期刊论文
源URL[http://119.78.100.183/handle/2S10ELR8/276283]  
专题药物化学研究室
通讯作者Zhou, Bing
作者单位Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714
Yang, Yaxi,Wang, Xuan,Li, Yuanchao,et al. A [4+1] Cyclative Capture Approach to 3H-Indole-N-oxides at Room Temperature by Rhodium(III)-Catalyzed C-H Activation[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2015,54(51):15400-15404.
APA Yang, Yaxi,Wang, Xuan,Li, Yuanchao,&Zhou, Bing.(2015).A [4+1] Cyclative Capture Approach to 3H-Indole-N-oxides at Room Temperature by Rhodium(III)-Catalyzed C-H Activation.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,54(51),15400-15404.
MLA Yang, Yaxi,et al."A [4+1] Cyclative Capture Approach to 3H-Indole-N-oxides at Room Temperature by Rhodium(III)-Catalyzed C-H Activation".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 54.51(2015):15400-15404.
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