| Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: Facile synthesis of N-acyl-a-arylglycines | |
| Department | 羰基合成与选择氧化国家重点实验室 ; 精细石油化工中间体国家工程研究中心 |
Zhao QL(赵庆鲁); Yang M(杨敏) ; Wang LL(王来来)
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| 2008 | |
| Source Publication | Synthetic Communications
 |
| ISSN | 0039-7911 |
| Volume | 38Pages:4460-4473 |
| Abstract | A ligand-free, palladium-catalyzed amidocarbonylation reaction of aromatic aldehyde, acetamide, and CO in ionic liquids [C4mim]PF6, [C6mim]PF6, [C8mim]PF6, and [C6mim]BF4 as solvents is developed. The yields decreased in the order [C6mim]PF6>[C8mim]PF6>[C4mim]PF6>[C6mim]BF4, and substrate concentration affected the catalytic activity of amidocarbonylation. The excellent yield with up to 98% in amidocarbonylation of benzaldehyde was obtained using 15 mol% LiBr H2O and 6 mol% H2SO4 at 80 C. This reaction could proceed smoothly, resulting in several functionalized ortho-, meta-, and para-substituted N-acyl-a-phenylglycines in moderate to good yields, and o-tolualdehyde and mtolualdehyde as substrates were amidocarbonylated for the first time in [C6mim]PF6. A significant dependence of product yield on both substituent position and electronic effect of aromatic aldehyde was observed. The ligand-free synthetic method and convenient separation of the products highlighted the versatility of this newly developed methodology. |
| Keyword | Amidocarbonylation Aromatic Aldehyde Ionic Liquids N-acyl-a-arylglycine Palladium |
| Subject Area | 金属有机与超分子催化 |
| Funding Organization | the National Natural Science Foundation of China (Nos. 20343005;20473107;20673130;20773147) |
| Indexed By | SCI |
| Language | 英语 |
| Funding Project | 金属有机与超分子催化研究组 ; 羰基粉体材料及催化剂研究组 |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/1928 |
| Collection | 羰基合成与选择氧化国家重点实验室（OSSO） 精细石油化工中间体国家工程研究中心（ERC） |
| Corresponding Author | Wang LL(王来来) |
| Recommended Citation GB/T 7714 | Zhao QL,Yang M,Wang LL. Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: Facile synthesis of N-acyl-a-arylglycines[J]. Synthetic Communications,2008,38:4460-4473. |
| APA | 赵庆鲁,杨敏,&王来来.(2008).Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: Facile synthesis of N-acyl-a-arylglycines.Synthetic Communications,38,4460-4473. |
| MLA | 赵庆鲁,et al."Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: Facile synthesis of N-acyl-a-arylglycines".Synthetic Communications 38(2008):4460-4473. |
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| 76_Synthetic Commun.（281KB） | 开放获取 | License | View Application Full Text | |||
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