A Simple Aliphatic Diamine Auxiliary for Palladium-Catalyzed Arylation of Unactivated beta-C(sp(3))-H Bonds
文献类型:期刊论文
作者 | Lou, Jiang2,3; Wang, Quannan2,3; He, Yuan2,3; Yu, Zhengkun1,2 |
刊名 | ADVANCED SYNTHESIS & CATALYSIS
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出版日期 | 2018-12-03 |
卷号 | 360期号:23页码:4571-4584 |
关键词 | diamine directing groups palladium C-H activation hydrocinnamic acids |
ISSN号 | 1615-4150 |
DOI | 10.1002/adsc.201801022 |
通讯作者 | Yu, Zhengkun(zkyu@dicp.ac.cn) |
英文摘要 | Palladium-catalyzed beta-C(sp(3))-H arylation of aliphatic acid derivatives was achieved by means of 2-dimethylaminoethylamine auxiliary as a directing group. The beta-C(sp(3))-H arylation reactions with aryl and heteroaryl iodides efficiently afforded the corresponding arylated hydrocinnamic acid derivatives. Direct beta-C(sp(3))-H alkynylation, and arene C-H arylation and alkynylation were also realized under the same or slightly modified conditions. The aliphatic diamine auxiliary in the products could be readily removed by methanol in the presence of BF3 center dot OEt2. In comparison with the widely used bidentate nitrogen-containing directing groups, 2-dimethylaminoethylamine is a simple, cheap, readily available and removable, and atom-economical directing group for C-H functionalization. |
WOS关键词 | ALPHA-AMINO-ACIDS ; C-H BONDS ; METHYLENE C(SP(3))-H BONDS ; DIRECTING GROUP ; STEREOSELECTIVE-SYNTHESIS ; INTRAMOLECULAR AMINATION ; BETA-ARYLATION ; FUNCTIONALIZATION ; C(SP(2))-H ; ACTIVATION |
资助项目 | National Natural Science Foundation of China[21472185] ; National Natural Science Foundation of China[21871253] ; National Basic Research Program of China[2015CB856600] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000451894400016 |
出版者 | WILEY-V C H VERLAG GMBH |
资助机构 | National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China |
源URL | [http://cas-ir.dicp.ac.cn/handle/321008/166590] ![]() |
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 | Yu, Zhengkun |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Liaoning, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Lou, Jiang,Wang, Quannan,He, Yuan,et al. A Simple Aliphatic Diamine Auxiliary for Palladium-Catalyzed Arylation of Unactivated beta-C(sp(3))-H Bonds[J]. ADVANCED SYNTHESIS & CATALYSIS,2018,360(23):4571-4584. |
APA | Lou, Jiang,Wang, Quannan,He, Yuan,&Yu, Zhengkun.(2018).A Simple Aliphatic Diamine Auxiliary for Palladium-Catalyzed Arylation of Unactivated beta-C(sp(3))-H Bonds.ADVANCED SYNTHESIS & CATALYSIS,360(23),4571-4584. |
MLA | Lou, Jiang,et al."A Simple Aliphatic Diamine Auxiliary for Palladium-Catalyzed Arylation of Unactivated beta-C(sp(3))-H Bonds".ADVANCED SYNTHESIS & CATALYSIS 360.23(2018):4571-4584. |
入库方式: OAI收割
来源:大连化学物理研究所
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