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题名: Rhodium-Catalyzed CH Annulation of Nitrones with Alkynes: A Regiospecific Route to Unsymmetrical 2,3-Diaryl-Substituted Indoles
作者: Yan, Hao1;  Wang, Haolong1;  Li, Xincheng1;  Xin, Xiaoyi1;  Wang, Chunxiang1;  Wan, Boshun1
关键词: alkynes ;  CH activation ;  indoles ;  nitrones ;  rhodium
刊名: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
发表日期: 2015-09-01
DOI: 10.1002/anie.201503997
卷: 54, 期:36, 页:10613-10617
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: The 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.
关键词[WOS]: CARBON 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
语种: 英语
WOS记录号: WOS:000360312800040
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/146494
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
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.
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