Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: facile synthesis of n-acyl--arylglycines
文献类型：期刊论文
| 作者 | Zhao, Qing-Lu1,2; Yang, Min1; Wang, Lai-Lai1 |
| 刊名 | Synthetic communications
 |
| 出版日期 | 2008 |
| 卷号 | 38期号:24页码:4460-4473 |
| 关键词 | Amidocarbonylation Aromatic aldehyde Ionic liquids N-acyl--arylglycine Palladium |
| ISSN号 | 0039-7911 |
| DOI | 10.1080/00397910802369588 |
| 通讯作者 | Wang, lai-lai(wll@lzb.ac.cn) |
| 英文摘要 | 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 15mol% librh2o and 6mol% h2so4 at 80c. this reaction could proceed smoothly, resulting in several functionalized ortho-, meta-, and para-substituted n-acyl--phenylglycines in moderate to good yields, and o-tolualdehyde and m-tolualdehyde 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. |
| WOS关键词 | ALPHA-AMINO-ACIDS ; CRAFTS ACYLATION REACTIONS ; TEMPERATURE MOLTEN-SALTS ; MEDIATED ALLYLATION ; HECK REACTION ; HYDROFORMYLATION ; SOLVENTS ; HYDROGENATION ; CO-2(CO)(8) ; SELECTIVITY |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000260771500015 |
| 出版者 | TAYLOR & FRANCIS INC |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2389671 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Wang, Lai-Lai |
| 作者单位 | 1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Grad Univ, Beijing, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhao, Qing-Lu,Yang, Min,Wang, Lai-Lai. Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: facile synthesis of n-acyl--arylglycines[J]. Synthetic communications,2008,38(24):4460-4473. |
| APA | Zhao, Qing-Lu,Yang, Min,&Wang, Lai-Lai.(2008).Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: facile synthesis of n-acyl--arylglycines.Synthetic communications,38(24),4460-4473. |
| MLA | Zhao, Qing-Lu,et al."Efficient ligand-free, palladium-catalyzed amidocarbonylation in ionic liquids: facile synthesis of n-acyl--arylglycines".Synthetic communications 38.24(2008):4460-4473. |
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来源：中国科学院大学
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