LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Bronsted Acid Catalysis
DepartmentOSSO国家重点实验室
Yang HM(杨化萌)1; Zhou H(周慧)2,3; Yin, Hongyu1; Xia CG(夏春谷)1; Jiang GX(蒋高喜)1,2; Jiang GX(蒋高喜)
2014
Source PublicationSYNLETT
ISSN0936-5214
Volume25Issue:15Pages:2149-2154
Abstract

A highly efficient and practical direct allylic alkylation of oxindoles with simple allylic alcohols cocatalyzed by Pd(OAc)2/Ph3P and PhCO2H under mild conditions has been developed, which streamlines the installation of an all-carbon quaternary allylic center at the oxindole 3-position. Enantioselective allylic alkylation has also been realized with the product in almost quantitative yield and 17% enantiomeric excess. Mechanistically, ESI analysis indicates that a palladium(0) species and π-allyl-Pd(PPh3)2 cation were involved.

KeywordOxindole Allylic Alkylation Bronsted Acids Allylic Alcohol Palladium
Subject Area物理化学与绿色催化
DOI10.1055/s-0034-1378516
Funding OrganizationHundred Talent Program of Chinese Academy of Sciences (CAS);the National Natural Science Foundation of China (21202175)
Indexed BySCI
If2.419
Language英语
Funding Project均相催化课题组
compositor第一作者单位
Citation statistics
Cited Times:12[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/21332
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorJiang GX(蒋高喜)
Affiliation1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
2.Chinese Acad Sci, Suzhou Inst Nanotech & Nanobion, Fax Suzhou 215123, Peoples R China
3.Chinese Acad Sci, Grad Univ, Beijing, Peoples R China
Recommended Citation
GB/T 7714
Yang HM,Zhou H,Yin, Hongyu,et al. Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Bronsted Acid Catalysis[J]. SYNLETT,2014,25(15):2149-2154.
APA Yang HM,Zhou H,Yin, Hongyu,Xia CG,Jiang GX,&蒋高喜.(2014).Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Bronsted Acid Catalysis.SYNLETT,25(15),2149-2154.
MLA Yang HM,et al."Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Bronsted Acid Catalysis".SYNLETT 25.15(2014):2149-2154.
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