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Photoredox-Catalyzed C-H Arylation of Internal Alkenes to Tetrasubstituted Alkenes: Synthesis of Tamoxifen
Wang, Quannan1,2; Yang, Xiaoge1; Wu, Ping1,2; Yu, Zhengkun1,3
Source PublicationORGANIC LETTERS
2017-11-17
ISSN1523-7060
DOI10.1021/acs.orglett.7b03223
Volume19Issue:22Pages:6248-6251
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordDIVERSITY-ORIENTED SYNTHESIS ; OXO KETENE DITHIOACETALS ; CROSS-COUPLING REACTIONS ; STEREOSELECTIVE-SYNTHESIS ; MULTISUBSTITUTED OLEFINS ; EFFICIENT SYNTHESIS ; BOND ACTIVATION ; TRI ; FUNCTIONALIZATION ; ALKENYLATION
AbstractVisible-light-induced direct C-H arylation of S,S-functionalized internal alkenes, that is, alpha-oxo ketene dithioacetals and analogues, has been efficiently realized with aryldiazonium salts (ArN2BF4) as coupling partners and Ru(bpy)(3)Cl-2 center dot 6H(2)O as photosensitizer at ambient temperature. The strategy to activate the internal olefinic C-H bond by both the alkylthio and electron-withdrawing functional groups was investigated. The synthetic protocol was successfully applied to the synthesis of all-carbon tetrasubstituted alkenes including tamoxifen.
Language英语
WOS IDWOS:000416204300055
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:8[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/168345
Collection中国科学院大连化学物理研究所
Corresponding AuthorYu, Zhengkun
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, 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
Recommended Citation
GB/T 7714
Wang, Quannan,Yang, Xiaoge,Wu, Ping,et al. Photoredox-Catalyzed C-H Arylation of Internal Alkenes to Tetrasubstituted Alkenes: Synthesis of Tamoxifen[J]. ORGANIC LETTERS,2017,19(22):6248-6251.
APA Wang, Quannan,Yang, Xiaoge,Wu, Ping,&Yu, Zhengkun.(2017).Photoredox-Catalyzed C-H Arylation of Internal Alkenes to Tetrasubstituted Alkenes: Synthesis of Tamoxifen.ORGANIC LETTERS,19(22),6248-6251.
MLA Wang, Quannan,et al."Photoredox-Catalyzed C-H Arylation of Internal Alkenes to Tetrasubstituted Alkenes: Synthesis of Tamoxifen".ORGANIC LETTERS 19.22(2017):6248-6251.
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