Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Bronsted Acid Catalysis | |
Department | OSSO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![]() | |
2014 | |
Source Publication | SYNLETT
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ISSN | 0936-5214 |
Volume | 25Issue: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. |
Keyword | Oxindole Allylic Alkylation Bronsted Acids Allylic Alcohol Palladium |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1055/s-0034-1378516 |
Funding Organization | Hundred Talent Program of Chinese Academy of Sciences (CAS);the National Natural Science Foundation of China (21202175) |
Indexed By | SCI |
If | 2.419 |
Language | 英语 |
Funding Project | 均相催化课题组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://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 Author | Jiang GX(蒋高喜) |
Affiliation | 1.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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Synlett2014v25n15p21(245KB) | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text |
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