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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 PublicationJournal of Organic Chemistry
ISSN0022-3263
Volume77Issue:1Pages:424-431
AbstractActivation 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
DOI10.1021/jo202035p
Funding Organizationthe NSF (NSF-21072080;NSF-20732002);National Basic Research Program of China (973 program) 2010CB833203;the 111 Project
Indexed BySCI
Language英语
compositor第二作者单位
Citation statistics
Cited Times:55[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/19318
Collection固体润滑国家重点实验室(LSL)
Affiliation1.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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