中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
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
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
DOI10.1016/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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