LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
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
DepartmentOSSO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 PublicationChemistry - A European Journal
ISSN0947-6539
Volume21Issue:23Pages:8591-8596
Abstract

A copper-catalyzed C[BOND]C 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 C[BOND]C bond cleavage to form o-(N-acylamino)aryl ketones, which could be efficiently converted into multisubstituted indoles.

KeywordC-c Bond Cleavage Copper Domino Reactions Ortho Effect Reaction Mechanisms
Subject Area物理化学与绿色催化
DOI10.1002/chem.201500272
Funding Organizationthe Chinese Academy of Sciences;the National Natural Science Foundation of China (21133011;21373246)
Indexed BySCI
If5.731
Language英语
Funding Project均相催化课题组
compositor第一作者单位
Citation statistics
Cited Times:21[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://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 AuthorLi FW(李福伟)
Affiliation1.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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