Intramolecular Cooperative C-C Bond Cleavage Reaction of 1,3-Dicarbonyl Compounds with 2-Iodoanilines to Give o-(N-Acylamino)aryl Ketones and Multisubstituted Indoles | |
Department | OSSO国家重点实验室 |
Xing Q(邢琦)1,2; Lv H(吕辉)1; Xia CG(夏春谷)1; Li FW(李福伟)1; Li FW(李福伟) | |
2015 | |
Source Publication | Chemistry - A European Journal |
ISSN | 0947-6539 |
Volume | 21Issue:23Pages:8591-8596 |
Abstract | A copper-catalyzed CC bond cleavage reaction of 1,3-dicarbonyl compounds with 2-iodoanilines was developed. In this process, the ortho effect played an important role in the reactivity and a new reaction pathway that involved a (2-aminophenyl)-bis-(1,3-dicarbonyl) copper species was clearly observed by a time-course HRMS analysis of the reaction mixture. Unlike the previous reports, both the nucleophilic and electrophilic parts of the 1,3-dicarbonyl compound were coupled with 2-iodoaniline by CC bond cleavage to form o-(N-acylamino)aryl ketones, which could be efficiently converted into multisubstituted indoles. |
Keyword | C-c Bond Cleavage Copper Domino Reactions Ortho Effect Reaction Mechanisms |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1002/chem.201500272 |
Funding Organization | the Chinese Academy of Sciences;the National Natural Science Foundation of China (21133011;21373246) |
Indexed By | SCI |
If | 5.731 |
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/362003/18450 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Li FW(李福伟) |
Affiliation | 1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth Oxidat, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China |
Recommended Citation GB/T 7714 | Xing Q,Lv H,Xia CG,et al. Intramolecular Cooperative C-C Bond Cleavage Reaction of 1,3-Dicarbonyl Compounds with 2-Iodoanilines to Give o-(N-Acylamino)aryl Ketones and Multisubstituted Indoles[J]. Chemistry - A European Journal,2015,21(23):8591-8596. |
APA | Xing Q,Lv H,Xia CG,Li FW,&李福伟.(2015).Intramolecular Cooperative C-C Bond Cleavage Reaction of 1,3-Dicarbonyl Compounds with 2-Iodoanilines to Give o-(N-Acylamino)aryl Ketones and Multisubstituted Indoles.Chemistry - A European Journal,21(23),8591-8596. |
MLA | Xing Q,et al."Intramolecular Cooperative C-C Bond Cleavage Reaction of 1,3-Dicarbonyl Compounds with 2-Iodoanilines to Give o-(N-Acylamino)aryl Ketones and Multisubstituted Indoles".Chemistry - A European Journal 21.23(2015):8591-8596. |
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