Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes

doi:10.1021/acs.orglett.0c03077

	Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes
	Wu, Xiaowei 1,2; Lu, Yangbin 3,4; Qiao, Jin 3; Dai, Wenhao 5; Jia, Xiuwen 1; Ni, Hangcheng 3; Zhang, Xiaoning 3; Liu, Hong 5; Zhao, Fei 1,3
刊名	ORGANIC LETTERS
	2020-12-04
卷号	22 期号:23 页码:9163-9168
ISSN号	1523-7060
DOI	10.1021/acs.orglett.0c03077
通讯作者	Zhang, Xiaoning(xiaozhangningsunny@163.com) ; Liu, Hong(hliu@simm.ac.cn) ; Zhao, Fei(zhaofei@cdu.edu.cn)
英文摘要	An efficient Rh(III)-catalyzed C-H alkenylation/directing group migration cascade between indoles and alkynes for the assembly of tetrasubstituted alkenes is reported. The carbamoyl directing group migrates to the carbon of the alkene moiety of the products through rare Rh-catalyzed C-N bond cleavage after the C-H alkenylation step and thus acts as an internal amidation reagent. This protocol shows broad substrate scope, excellent regio/stereoselectivity, and good to excellent yields.
资助项目	Natural Science Foundation of Zhejiang Province[LY21B020003] ; National Natural Science Foundation of China[21602022] ; National Natural Science Foundation of China[21672232] ; National Natural Science Foundation of China[21977106] ; National Natural Science Foundation of China[21632008] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA12020375] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA12050411] ; Chengdu Talents Program ; 1000 Talents Program of Sichuan Province ; Science and Technology Program of Sichuan Province[2018JY0345] ; Jinhua Branch of Sichuan Industrial Institute of Antibiotics[1003] ; Chengdu University[2081915037] ; Chenghua District Talents Program
WOS关键词	BOND FORMATION ; N-PHENOXYACETAMIDES ; EFFICIENT ACCESS ; INTERNAL ALKYNES ; DIRECT ADDITION ; DIRECTING GROUP ; INDOLES ; OLEFINATION ; HYDROARYLATION ; ARENES
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000598141000004
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/296385]
专题	中国科学院上海药物研究所
通讯作者	Zhang, Xiaoning; Liu, Hong; Zhao, Fei
作者单位	1.Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Peoples R China 2.Baylor Coll Med, Dept Pharmacol & Chem Biol, Houston, TX 77030 USA 3.Chengdu Univ, Sichuan Ind Inst Antibiot, Jinhua Branch, Jinhua 321007, Zhejiang, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Drug Res, Shanghai 201203, Peoples R China 5.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Wu, Xiaowei,Lu, Yangbin,Qiao, Jin,et al. Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes[J]. ORGANIC LETTERS,2020,22(23):9163-9168.
APA	Wu, Xiaowei.,Lu, Yangbin.,Qiao, Jin.,Dai, Wenhao.,Jia, Xiuwen.,...&Zhao, Fei.(2020).Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes.ORGANIC LETTERS,22(23),9163-9168.
MLA	Wu, Xiaowei,et al."Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes".ORGANIC LETTERS 22.23(2020):9163-9168.