One-Pot Access to Indolo[2,3-b]quinolines by Electrophile-Triggered Cross-Amination/Friedel-Crafts Alkylation of Indoles with 1-(2-Tosylaminophenyl)ketones | |
Department | 固体润滑国家重点实验室 |
Ali, Shaukat1,2; Li, Ying-Xiu1,2; Anwar, Saeed3; Yang, Fang1,2; Chen, Zi-Sheng1,2; Liang YM(梁永民)1,2 | |
2012 | |
Source Publication | Journal of Organic Chemistry |
ISSN | 0022-3263 |
Volume | 77Issue:1Pages:424-431 |
Abstract | Activation of C2 and C3 of indoles by molecular iodine (I-2) and base followed by in situ reaction with 1-(2-tosylaminophenyl)ketones or 2-tosylaminobenzaldehyde can afford highly substituted indolo(2,3-b)quinolines in moderate to excellent yields (up to 99%). The reaction provides a metal-free selective difunctionalization of indoles. The synthetic potential of the protocol has been illustrated by the synthesis. of neocryptolepine and its 11-methyl analogue. |
Subject Area | 材料科学与物理化学 |
DOI | 10.1021/jo202035p |
Funding Organization | the NSF (NSF-21072080;NSF-20732002);National Basic Research Program of China (973 program) 2010CB833203;the 111 Project |
Indexed By | SCI |
Language | 英语 |
compositor | 第二作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/19318 |
Collection | 固体润滑国家重点实验室(LSL) |
Affiliation | 1.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Solid Lubricat, Lanzhou 730000, Peoples R China 3.Abdul Wali Khan Univ, Dept Chem, Mardan 23200, Pakistan |
Recommended Citation GB/T 7714 | Ali, Shaukat,Li, Ying-Xiu,Anwar, Saeed,et al. One-Pot Access to Indolo[2,3-b]quinolines by Electrophile-Triggered Cross-Amination/Friedel-Crafts Alkylation of Indoles with 1-(2-Tosylaminophenyl)ketones[J]. Journal of Organic Chemistry,2012,77(1):424-431. |
APA | Ali, Shaukat,Li, Ying-Xiu,Anwar, Saeed,Yang, Fang,Chen, Zi-Sheng,&Liang YM.(2012).One-Pot Access to Indolo[2,3-b]quinolines by Electrophile-Triggered Cross-Amination/Friedel-Crafts Alkylation of Indoles with 1-(2-Tosylaminophenyl)ketones.Journal of Organic Chemistry,77(1),424-431. |
MLA | Ali, Shaukat,et al."One-Pot Access to Indolo[2,3-b]quinolines by Electrophile-Triggered Cross-Amination/Friedel-Crafts Alkylation of Indoles with 1-(2-Tosylaminophenyl)ketones".Journal of Organic Chemistry 77.1(2012):424-431. |
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jo202035p.pdf(1024KB) | 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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