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题名: Catalyst-Controlled Regiodivergent Alkyne Insertion in the Context of C-H Activation and Diels-Alder Reactions: Synthesis of Fused and Bridged Cycles
作者: Zhou, Xukai1, 2;  Pan, Yupeng1;  Li, Xingwei1
关键词: C-H activation ;  cobalt ;  cycloadditions ;  polycycles ;  rhodium
刊名: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
发表日期: 2017-07-03
DOI: 10.1002/anie.201704036
卷: 56, 页:8163-8167
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: Rhodium(III) -and cobalt(III)-catalyzed C-H activation of indoles and coupling with 1,6-enynes is discussed. Under rhodium(III) catalysis, the alkyne insertion follows 2,1-regioselectivity with a subsequent type-I intramolecular Diels-Alder reaction (IMDA) to afford [6,5]-fused cycles. When catalyzed by the cobalt(III) congener, 1,2-insertion of the alkyne is preferred, and followed by a rare type-II IMDA, thus leading to bridged [3,3,1]-cycles. This selectivity of the alkyne insertion was mainly tuned by the steric sensitivity of the catalyst.
关键词[WOS]: ONE-POT SYNTHESIS ;  N-TYPE REACTIONS ;  INTERNAL ALKYNES ;  TERMINAL ALKYNES ;  ARYLATIVE CYCLIZATION ;  INDOLE SYNTHESIS ;  BOND ACTIVATION ;  ANNULATION ;  ARENES ;  FUNCTIONALIZATION
语种: 英语
WOS记录号: WOS:000404140900021
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/152100
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
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

Recommended Citation:
Zhou, Xukai,Pan, Yupeng,Li, Xingwei. Catalyst-Controlled Regiodivergent Alkyne Insertion in the Context of C-H Activation and Diels-Alder Reactions: Synthesis of Fused and Bridged Cycles[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2017,56:8163-8167.
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