DICP OpenIR
Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines
Zheng, Guangfan1; Sun, Jiagiong1; Xu, Youwei2; Zhai, Shuailei1; Li, Xingwei1,2
Corresponding AuthorLi, Xingwei(lixw@snnu.edu.cn)
Keywordallenylation C-H activation Diels-Alder reactions directing groups Manganese
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2019-04-01
ISSN1433-7851
DOI10.1002/anie.201900166
Volume58Issue:15Pages:5090-5094
Funding ProjectNSFC[21525208] ; Fundamental Research Funds for the Central Universities[GK201903028] ; SNNU
Funding OrganizationNSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordDIELS-ALDER REACTIONS ; BOND FUNCTIONALIZATIONS ; CYCLOADDITION REACTIONS ; RELAY CATALYSIS ; ACCESS ; ARENES ; ANNULATION ; ALKYNES ; ALKENYLATION ; 1,2-DIAZINES
AbstractPyridines/pyrimidines are common and effective directing groups in C-H activation. However, they are poorly functionalizable heteroarenes. Reported in this work is Mn-catalyzed dehydrocyanative transannulation between three classes of heteroarenes and propargyl carbonates. The pyridyl/pyrimidyl groups in the heteroarenes initially function as directing groups to enable C-H allenylation; they then undergo intramolecular Diels-Alder/retro-Diels-Alder reactions with the allene moiety to afford fused carbo/heterocycles. Three key intermediates at different stages of the reaction were isolated.
Language英语
Funding OrganizationNSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU
WOS IDWOS:000463739900053
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:4[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/165595
Collection中国科学院大连化学物理研究所
Corresponding AuthorLi, Xingwei
Affiliation1.Shaanxi Normal Univ SNNU, Sch Chem & Chem Engn, Key Lab Appl Surface & Colloid Chem MOE, Xian 710062, Shaanxi, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Zheng, Guangfan,Sun, Jiagiong,Xu, Youwei,et al. Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2019,58(15):5090-5094.
APA Zheng, Guangfan,Sun, Jiagiong,Xu, Youwei,Zhai, Shuailei,&Li, Xingwei.(2019).Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,58(15),5090-5094.
MLA Zheng, Guangfan,et al."Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 58.15(2019):5090-5094.
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