Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines

doi:10.1002/anie.201900166

	Mn-Catalyzed Dehydrocyanative Transannulation of Heteroarenes and Propargyl Carbonates through C-H Activation: Beyond the Permanent Directing Effects of Pyridines/Pyrimidines
	Xu, Youwei 2; Li, Xingwei 1,2; Zheng, Guangfan 1; Sun, Jiagiong 1; Zhai, Shuailei 1
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2019-04-01
卷号	58 期号:15 页码:5090-5094
关键词	allenylation C-H activation Diels-Alder reactions directing groups Manganese
ISSN号	1433-7851
DOI	10.1002/anie.201900166
通讯作者	Li, Xingwei(lixw@snnu.edu.cn)
英文摘要	Pyridines/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.
资助项目	NSFC[21525208] ; Fundamental Research Funds for the Central Universities[GK201903028] ; SNNU
WOS关键词	DIELS-ALDER REACTIONS ; BOND FUNCTIONALIZATIONS ; CYCLOADDITION REACTIONS ; RELAY CATALYSIS ; ACCESS ; ARENES ; ANNULATION ; ALKYNES ; ALKENYLATION ; 1,2-DIAZINES
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000463739900053
资助机构	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 ; NSFC ; NSFC ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; SNNU ; SNNU
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/165594]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Li, Xingwei
作者单位	1.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
推荐引用方式 GB/T 7714	Xu, Youwei,Li, Xingwei,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[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2019,58(15):5090-5094.
APA	Xu, Youwei,Li, Xingwei,Zheng, Guangfan,Sun, Jiagiong,&Zhai, Shuailei.(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	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".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 58.15(2019):5090-5094.