Identifying key intermediates generated in situ from Cu(II) salt-catalyzed C-H functionalization of aromatic amines under illumination
文献类型：期刊论文
| 作者 | Meng, QY; Zhan, F ; Zhong, JJ; Xiao, HY; Feng, K; Chen, B; Tao, Y; Tung, CH; Wu, LZ; Tao Y(陶冶)
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| 刊名 | SCIENCE ADVANCES
 |
| 出版日期 | 2017 |
| 卷号 | 3期号:8页码:e1700666 |
| ISSN号 | 2375-2548 |
| DOI | 10.1126/sciadv.1700666 |
| 文献子类 | Article |
| 英文摘要 | Copper compounds involved in photocatalysis have recently spurred considerable interest for their novel transformations. However, mechanistic investigations are still in infancy. We find a new type of reaction, that is, Cu(II) salt-catalyzed C-H functionalization of aromatic amines triggered by visible light irradiation. An array of mechanistic observations, including high-resolution mass spectrometry, ultraviolet-visible absorption spectrum, electron spin resonance, x-ray absorption near-edge structure, and density functional theory calculation, have identified the key intermediates generated in situ in the transformation. Integration of single-electron transfer, singlet oxygen (O-1(2)), and new absorption species, intermediate I and intermediate II formed in situ from Cu( II) salts and substrate amines or imines, respectively, is responsible for the N-H and C-H bond activation of secondary amines to couple with nucleophiles in air, thereby leading to the formation of quinoline, indolo[3,2-c] quinoline, beta-amino acid, and 1,4-dihydropyridine derivatives in moderate to good yields under visible light irradiation at room temperature. |
| WOS关键词 | TRANSFER RADICAL-ADDITION ; VISIBLE-LIGHT PHOTOREDOX ; ROOM-TEMPERATURE ; ELECTRON-TRANSFER ; CROSS-COUPLINGS ; GLYCINE DERIVATIVES ; VERSATILE APPROACH ; ORGANIC-SYNTHESIS ; ALKYL-HALIDES ; COPPER |
| WOS研究方向 | Science & Technology - Other Topics |
| 语种 | 英语 |
| WOS记录号 | WOS:000411589900056 |
| 源URL | [http://ir.ihep.ac.cn/handle/311005/284927]  |
| 专题 | 高能物理研究所_多学科研究中心 高能物理研究所_加速器中心 |
| 作者单位 | 中国科学院高能物理研究所 |
| 推荐引用方式 GB/T 7714 | Meng, QY,Zhan, F,Zhong, JJ,et al. Identifying key intermediates generated in situ from Cu(II) salt-catalyzed C-H functionalization of aromatic amines under illumination[J]. SCIENCE ADVANCES,2017,3(8):e1700666. |
| APA | Meng, QY.,Zhan, F.,Zhong, JJ.,Xiao, HY.,Feng, K.,...&Li, ZJ.(2017).Identifying key intermediates generated in situ from Cu(II) salt-catalyzed C-H functionalization of aromatic amines under illumination.SCIENCE ADVANCES,3(8),e1700666. |
| MLA | Meng, QY,et al."Identifying key intermediates generated in situ from Cu(II) salt-catalyzed C-H functionalization of aromatic amines under illumination".SCIENCE ADVANCES 3.8(2017):e1700666. |
入库方式： OAI收割
来源：高能物理研究所
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