Rhodium-Catalyzed Decarbonylative Direct C2-Arylation of Indoles with Aryl Carboxylic Acids | |
Zhang, Lingjuan1; Xue, Xiao1; Xu, Conghui1; Pan, Yixiao1; Zhang, Guang1; Xu, Lijin1; Li, Huanrong1; Shi, Zhangjie2,3,4 | |
刊名 | CHEMCATCHEM
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2014-11-01 | |
卷号 | 6期号:11页码:3069-3074 |
关键词 | Anhydrides Carboxylic Acids Oxidation Rhodium Synthesis Design |
ISSN号 | 1867-3880 |
DOI | 10.1002/cctc.201402534 |
英文摘要 | A Rh-1-catalyzed direct C2-arylation of indoles with diversely substituted aryl carboxylic acids has been developed using 2-pyrimidyl group as an easily installable and readily removable N-directing group. The reaction proceeded smoothly without the need for any external oxidants under relatively mild conditions to produce the C2-arylated indoles in high yields with excellent regioselectivity. A range of functional groups in both coupling partners were tolerated regardless of their electronic properties and positions. With the assistance of the 2-pyrimidyl group, these C2-functionalized products could further undergo C7-arylation to give the C7-aryl indole products. Mechanistic evidence supports that the reaction involves a decarbonylation step, and the carboxylic acids could be activated in situ by treatment with (tBuCO)(2)O to generate the active anhydrides. |
语种 | 英语 |
出版者 | WILEY-V C H VERLAG GMBH |
WOS记录号 | WOS:000344330800006 |
内容类型 | 期刊论文 |
源URL | [http://ir.iccas.ac.cn/handle/121111/51283] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Xu, Lijin |
作者单位 | 1.Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China 2.Peking Univ, BNLMS, Beijing 100871, Peoples R China 3.Peking Univ, Key Lab Bioorgan Chem & Mol Engn Educ, Coll Chem, Beijing 100871, Peoples R China 4.Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Lingjuan,Xue, Xiao,Xu, Conghui,et al. Rhodium-Catalyzed Decarbonylative Direct C2-Arylation of Indoles with Aryl Carboxylic Acids[J]. CHEMCATCHEM,2014,6(11):3069-3074. |
APA | Zhang, Lingjuan.,Xue, Xiao.,Xu, Conghui.,Pan, Yixiao.,Zhang, Guang.,...&Shi, Zhangjie.(2014).Rhodium-Catalyzed Decarbonylative Direct C2-Arylation of Indoles with Aryl Carboxylic Acids.CHEMCATCHEM,6(11),3069-3074. |
MLA | Zhang, Lingjuan,et al."Rhodium-Catalyzed Decarbonylative Direct C2-Arylation of Indoles with Aryl Carboxylic Acids".CHEMCATCHEM 6.11(2014):3069-3074. |
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