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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, Jiang1,2; Wang, Quannan1,2; He, Yuan1,2; Yu, Zhengkun1,3
刊名Advanced synthesis & catalysis
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
DOI10.1002/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
WOS研究方向Chemistry
WOS类目Chemistry, Applied ; Chemistry, Organic
语种英语
WOS记录号WOS:000451894400016
出版者WILEY-V C H VERLAG GMBH
URI标识http://www.irgrid.ac.cn/handle/1471x/2373053
专题大连化学物理研究所
通讯作者Yu, Zhengkun
作者单位1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Liaoning, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, 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.

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来源:大连化学物理研究所

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