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Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles
Yan, Hao; Wang, Haolong; Li, Xincheng; Xin, Xiaoyi; Wang, Chunxiang; Wan, Boshun
KeywordAlkynes Ch Activation Indoles Nitrones Rhodium
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2015-09-01
DOI10.1002/anie.201503997
Volume54Issue:36Pages:10613-10617
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordCARBON TRIPLE BOND ; N-ARYL ENAMINES ; NONREARRANGED MONOTERPENOID UNIT ; 3,4-FUSED TRICYCLIC INDOLES ; 2,3-DISUBSTITUTED INDOLES ; H ACTIVATION ; EFFICIENT SYNTHESIS ; INTERNAL ALKYNES ; OXIDATIVE CYCLIZATION ; MOLECULAR-OXYGEN
AbstractThe direct CH annulation of anilines or related compounds with internal alkynes provides straightforward access to 2,3-disubstituted indole products. However, this transformation proceeds with poor regioselectivity in the synthesis of unsymmetrically 2,3-diaryl substituted indoles. Herein, we report the rhodium(III)-catalyzed CH annulation of nitrones with symmetrical diaryl alkynes as an alternative method to prepare 2,3-diaryl-substituted N-unprotected indoles with two different aryl groups. One of the aryl substituents is derived from NC-aryl ring of the nitrone and the other from the alkyne substrate, thus providing the indole products with exclusive regioselectivity.
Language英语
WOS IDWOS:000360312800040
Citation statistics
Cited Times:76[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/146494
Collection中国科学院大连化学物理研究所
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Yan, Hao,Wang, Haolong,Li, Xincheng,et al. Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2015,54(36):10613-10617.
APA Yan, Hao,Wang, Haolong,Li, Xincheng,Xin, Xiaoyi,Wang, Chunxiang,&Wan, Boshun.(2015).Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,54(36),10613-10617.
MLA Yan, Hao,et al."Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 54.36(2015):10613-10617.
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