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Divergent Annulative C-C Coupling of Indoles Initiated by Manganese-Catalyzed C-H Activation
Liu, Bingxian1; Li, Jie1; Hu, Panjie1; Zhou, Xukai2; Bai, Dachang1; Li, Xingwei1,2
Corresponding AuthorLi, Xingwei(xwli@dicp.ac.cn)
Keywordmanganese catalysis condition control indole C-H activation enyne
Source PublicationACS CATALYSIS
2018-10-01
ISSN2155-5435
DOI10.1021/acscatal.8b02560
Volume8Issue:10Pages:9463-9470
Funding ProjectNSFC[21525208] ; NSFC[21472186] ; Henan Normal University[5101034011009] ; Henan Normal University[qd16111]
Funding OrganizationNSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University
WOS SubjectChemistry, Physical
WOS Research AreaChemistry
WOS KeywordDIELS-ALDER REACTIONS ; BOND FUNCTIONALIZATION ; ARYLATIVE CYCLIZATION ; ORGANIC-SYNTHESIS ; DIRECTING GROUPS ; DRUG DISCOVERY ; BRIDGED CYCLES ; ALLENES ; ALKYNES ; ACCESS
AbstractManganese(I)-catalyzed C-H activation of indoles and divergent annulative coupling with alkyne-tethered cyclohexadienones has been realized under operationally simple conditions. These annulation systems are under condition control. The coupling in the presence of BPh3 additive followed a C-H activation-alkyne insertion-Michael addition pathway, affording an exocyclic olefin attached to a tetrahydrofuran ring. In contrast, when Zn(OAc)(2)/PivOH additives were introduced, initial olefination en route to intramolecular Diels-Alder reaction and subsequent elimination of an alcohol was followed to deliver a fused six-membered ring. The selectivity stands in contrast to those reported using rhodium(III) and cobalt(III) catalysts, highlighting the unique reactivity and selectivity of manganese catalysts.
Language英语
Funding OrganizationNSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University ; NSFC ; NSFC ; Henan Normal University ; Henan Normal University
WOS IDWOS:000447224100056
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:11[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/166831
Collection中国科学院大连化学物理研究所
Corresponding AuthorLi, Xingwei
Affiliation1.Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Liu, Bingxian,Li, Jie,Hu, Panjie,et al. Divergent Annulative C-C Coupling of Indoles Initiated by Manganese-Catalyzed C-H Activation[J]. ACS CATALYSIS,2018,8(10):9463-9470.
APA Liu, Bingxian,Li, Jie,Hu, Panjie,Zhou, Xukai,Bai, Dachang,&Li, Xingwei.(2018).Divergent Annulative C-C Coupling of Indoles Initiated by Manganese-Catalyzed C-H Activation.ACS CATALYSIS,8(10),9463-9470.
MLA Liu, Bingxian,et al."Divergent Annulative C-C Coupling of Indoles Initiated by Manganese-Catalyzed C-H Activation".ACS CATALYSIS 8.10(2018):9463-9470.
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