Tandem Pictet-Spengler/oxidation reaction: One-step synthesis of /3-carbolines oxidized by Ca(ClO)2
文献类型:期刊论文
| 作者 | Jiang, Xulu1,2,4; Zhou, Yang1,2; Shen, Liling1,2; Hou, Jinjun1,2; Long, Huali1,2; Zhang, Zijia1,2; Wu, Wanying1,2,3,4; Zheng, Changwu4 |
| 刊名 | TETRAHEDRON LETTERS
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| 出版日期 | 2025-08-30 |
| 卷号 | 167页码:4 |
| 关键词 | Pictet-Spengler reaction Tendem reaction /3-Carboline Tryptamine Ca(ClO)2 |
| ISSN号 | 0040-4039 |
| DOI | 10.1016/j.tetlet.2025.155668 |
| 通讯作者 | Wu, Wanying(wanyingwu@simm.ac.cn) ; Zheng, Changwu(zhengcw@shutcm.edu.cn) |
| 英文摘要 | A novel and efficient one-pot synthesis of /3-carboline derivatives through a tandem Pictet-Spengler/oxidative aromatization sequence using calcium hypochlorite (Ca(ClO)2) as a mild oxidant has been reported. This methodology enables the direct conversion of readily available tryptamine derivatives and aldehydes in methanol to afford the corresponding /3-carboline products in moderate to excellent yields (34-92 %). Notably, this protocol eliminates the need for isolation of the intermediate 1,2,3,4-tetrahydro-/3-carbolines, thereby significantly streamlining the synthetic process. The operational simplicity, good functional group tolerance, and avoidance of harsh reaction conditions make this method a practical approach for the synthesis of /3-carboline scaffolds, which are privileged structures in medicinal chemistry. |
| WOS关键词 | BETA-CARBOLINES ; ANTI-HIV ; ALKALOIDS ; LAVENDAMYCIN ; ANALOGS ; MILD |
| 资助项目 | National Key Research and Development Program of China[2022YFC3501700] ; Organizational Key Research and Development Program of Shanghai University of Traditional Chinese Medicine[2023YZZ02] ; Key-Area Research and Development Program of Guangdong Prov-ince[2020B1111110001] ; Sanming Project of Medicine in Shenzhen[SZZYSM202106004] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001566254200001 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/321417] ![]() |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Wu, Wanying; Zheng, Changwu |
| 作者单位 | 1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Shanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Natl Engn Lab TCM Standardizat Technol, Shanghai 201203, Peoples R China 3.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 4.Shanghai Univ Tradit Chinese Med, Sch Pharm, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Jiang, Xulu,Zhou, Yang,Shen, Liling,et al. Tandem Pictet-Spengler/oxidation reaction: One-step synthesis of /3-carbolines oxidized by Ca(ClO)2[J]. TETRAHEDRON LETTERS,2025,167:4. |
| APA | Jiang, Xulu.,Zhou, Yang.,Shen, Liling.,Hou, Jinjun.,Long, Huali.,...&Zheng, Changwu.(2025).Tandem Pictet-Spengler/oxidation reaction: One-step synthesis of /3-carbolines oxidized by Ca(ClO)2.TETRAHEDRON LETTERS,167,4. |
| MLA | Jiang, Xulu,et al."Tandem Pictet-Spengler/oxidation reaction: One-step synthesis of /3-carbolines oxidized by Ca(ClO)2".TETRAHEDRON LETTERS 167(2025):4. |
入库方式: OAI收割
来源:上海药物研究所
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