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Bronsted acid-catalyzed phenylselenenylation of internal olefins
Wu, Ping; Huang, Fei; Lou, Jiang; Wang, Quannan; Liu, Zhuqing; Yu, Zhengkun
KeywordBronsted Acid Internal Olefins Phenylselenenylation N-phenylselenophthalimide Phenylseleno Transfer
Source PublicationTETRAHEDRON LETTERS
2015-05-06
DOI10.1016/j.tetlet.2015.03.096
Volume56Issue:19Pages:2488-2491
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordOXO KETENE DITHIOACETALS ; STEREOSELECTIVE-SYNTHESIS ; ORGANOSELENIUM CHEMISTRY ; EFFICIENT SYNTHESIS ; BOND ACTIVATION ; ALKENES ; CARBOCYCLIZATION ; STYRENES ; INDOLES ; KETONES
AbstractBronsted acid p-TsOH center dot H2O-catalyzed phenylselenenylation of alpha-oxo ketene dithioacetals was efficiently achieved, by using N-phenylselenophthalimide (N-PSP) as the phenylseleno reagent. The resultant selenated ketene dithioacetals reacted with styrene in the presence of the same acid to undergo PhSe group transfer, regioselectively affording Markovnikov-type PhSe-alkylated olefins. Their further transformation with phenylboronic acid, guanidine, and hydrazine offers a promising route to access S,Se-incorporated organic compounds. (C) 2015 Elsevier Ltd. All rights reserved.
Language英语
WOS IDWOS:000353751000025
Citation statistics
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/146212
Collection中国科学院大连化学物理研究所
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
Recommended Citation
GB/T 7714
Wu, Ping,Huang, Fei,Lou, Jiang,et al. Bronsted acid-catalyzed phenylselenenylation of internal olefins[J]. TETRAHEDRON LETTERS,2015,56(19):2488-2491.
APA Wu, Ping,Huang, Fei,Lou, Jiang,Wang, Quannan,Liu, Zhuqing,&Yu, Zhengkun.(2015).Bronsted acid-catalyzed phenylselenenylation of internal olefins.TETRAHEDRON LETTERS,56(19),2488-2491.
MLA Wu, Ping,et al."Bronsted acid-catalyzed phenylselenenylation of internal olefins".TETRAHEDRON LETTERS 56.19(2015):2488-2491.
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