One-Pot Transition-Metal-Free Synthesis of Carboline Derivatives via Dual C-N Bond Formation
文献类型：期刊论文
| 作者 | Xie, Guiling2,3; Mopuri, Sudhakar Reddy3; Li, Jie3; Yang, Yuanyong2; Chen, Tie-Gen1,3 |
| 刊名 | CHINESE JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2025-10-01 |
| 卷号 | 45期号:10页码:3824-3837 |
| 关键词 | carboline derivatives primary amines transition-metal-free dual C-N bond formation one-pot reaction |
| ISSN号 | 0253-2786 |
| DOI | 10.6023/cjoc202505007 |
| 通讯作者 | Chen, Tie-Gen(chentiegen@simm.ac.cn) |
| 英文摘要 | A transition-metal-free strategy for the synthesis of carboline derivatives via sequential dual C-N bond formation in a one-pot reaction is reported. Using 2,2'-dihalogenated pyridyl biaryls and primary amines as starting materials,this method efficiently constructs a series of alpha-, beta-, gamma- and delta-carbolines under alkaline conditions. The reaction proceeds smoothly in the presence of lithium tert-butoxide (t-BuOLi) or cesium carbonate (Cs2CO3) without requiring transition metal catalysts, demonstrating good functional group tolerance. This approach enables gram-scale synthesis and has been successfully applied to the preparation of the organic material 2,6-CbPy, achieving high conversion efficiency. |
| WOS关键词 | PICTET-SPENGLER REACTION ; TETRAHYDRO-BETA-CARBOLINES ; ALKALOIDS ; HARMINE ; ALPHA ; HARMALINE ; ANALOGS ; HARMANE ; DESIGN |
| 资助项目 | National Natural Science Foundation of China[22371303] ; Zhongshan Municipal Bureau of Science and Technology[2021B2014] ; Zhongshan Municipal Bureau of Science and Technology[CXTD2022013] ; Shanghai Rising-Star Program[21QA1411000] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001613635700021 |
| 出版者 | SCIENCE PRESS |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/321720]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Chen, Tie-Gen |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 2.Guizhou Med Univ, Sch Pharmaceut Sci, State Key Lab Discovery & Utilizat Funct Component, Guiyang 550000, Peoples R China 3.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Shanghai Inst Mat Med, Zhongshan 528400, Guangdong, Peoples R China |
| 推荐引用方式 GB/T 7714 | Xie, Guiling,Mopuri, Sudhakar Reddy,Li, Jie,et al. One-Pot Transition-Metal-Free Synthesis of Carboline Derivatives via Dual C-N Bond Formation[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2025,45(10):3824-3837. |
| APA | Xie, Guiling,Mopuri, Sudhakar Reddy,Li, Jie,Yang, Yuanyong,&Chen, Tie-Gen.(2025).One-Pot Transition-Metal-Free Synthesis of Carboline Derivatives via Dual C-N Bond Formation.CHINESE JOURNAL OF ORGANIC CHEMISTRY,45(10),3824-3837. |
| MLA | Xie, Guiling,et al."One-Pot Transition-Metal-Free Synthesis of Carboline Derivatives via Dual C-N Bond Formation".CHINESE JOURNAL OF ORGANIC CHEMISTRY 45.10(2025):3824-3837. |
入库方式： OAI收割
来源：上海药物研究所
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