Ir(III)-Catalyzed Aromatic C-H Bond Functionalization via Metal Carbene Migratory Insertion | |
Xia, Ying ; Liu, Zhen ; Feng, Sheng ; Zhang, Yan ; Wang, Jianbo | |
刊名 | journal of organic chemistry |
2015 | |
关键词 | ALPHA-DIAZOCARBONYL COMPOUNDS QUINOLINE N-OXIDES DIAZO-COMPOUNDS RH(III)-CATALYZED SYNTHESIS IRIDIUM(III) COMPLEXES RHODIUM CATALYSIS MILD CONDITIONS C-8 POSITION ACTIVATION AMIDATION |
DOI | 10.1021/jo5023102 |
英文摘要 | Ir(III)-catalyzed coupling of aromatic C-H bonds with diazomalonates has been achieved successfully via a metal carbene migratory insertion process. With different types of carbamoyl directing groups, a wide range of arenes, including heteroarenes, can be used as substrates in this Ir(III)-catalyzed C-H functionalization reaction. Mono- and bisfunctionalized products can be obtained selectively simply by changing the number of equivalents of the diazo substrate. Moreover, when diazomalonates bearing one or two tert-butyl groups are used as the substrates, the C-H bond functionalization is followed by decarboxyation, leading to products with a -CH2CO2Me or -CH2CO2H moiety at the position ortho to the directing group. This reaction demonstrates that direct C-H activation and the metal carbene migratory insertion can be merged into one catalytic cycle with an Ir(III) complex as the catalyst.; Chemistry, Organic; SCI(E); EI; PubMed; 6; ARTICLE; wangjb@pku.edu.cn; 1; 223-236; 80 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/188497] |
专题 | 化学与分子工程学院 |
推荐引用方式 GB/T 7714 | Xia, Ying,Liu, Zhen,Feng, Sheng,et al. Ir(III)-Catalyzed Aromatic C-H Bond Functionalization via Metal Carbene Migratory Insertion[J]. journal of organic chemistry,2015. |
APA | Xia, Ying,Liu, Zhen,Feng, Sheng,Zhang, Yan,&Wang, Jianbo.(2015).Ir(III)-Catalyzed Aromatic C-H Bond Functionalization via Metal Carbene Migratory Insertion.journal of organic chemistry. |
MLA | Xia, Ying,et al."Ir(III)-Catalyzed Aromatic C-H Bond Functionalization via Metal Carbene Migratory Insertion".journal of organic chemistry (2015). |
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