Trimethylindolenines as C-N synthons for the assembly of spiro[oxindole-thioxoimidazolidine-indoline] hybrids in formal [3+2] cycloadditions

被引：1
|
作者：
Zhang, Wen-Hui [1 ]
Chen, Zi-Yue [2 ]
Liu, Ren-Ming [2 ]
Liu, Xiong-Wei [1 ]
Pan, Bo-Wen [1 ]
Zhou, Jian [3 ]
Zhou, Ying [1 ]
Tian, You-Ping [1 ]
Liu, Xiong-Li [1 ,2 ]
机构：
[1] Guizhou Univ Tradit Chinese Med, Coll Pharmaceut Sci, Guiyang 550025, Peoples R China
[2] Guizhou Univ, Natl & Local Joint Engn Res Ctr Exploit Homol Reso, Guiyang 550025, Guizhou, Peoples R China
[3] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
来源：
NEW JOURNAL OF CHEMISTRY | 2023年 / 47卷 / 26期
关键词：
ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE CONSTRUCTION; 3-ISOTHIOCYANATO OXINDOLES; NATURAL-PRODUCTS; SPIROOXINDOLES; STEREOCENTERS; ACCESS; HEXAHYDROXANTHONES; DIVERSITY; ISATOGENS;
D O I：
10.1039/d3nj00901g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein, previously unreported trimethylindolenines serving as useful C-N synthons in [3+2] cycloaddition reactions of donor-acceptor 3-isothiocyanato oxindoles to build a library of spiro[oxindole-thioxoimidazolidine-indoline] hybrids are described. A wide range of intriguing and complex products bearing three pharmacophores and three adjacent quaternary stereocentres were smoothly afforded in up to 92% yield, >20 : 1 dr, under catalyst-free conditions. Moreover, this strategy further expands the skeletal diversity of polyheterocycles, which will aid the search for new bioactive molecules.
引用
收藏
页码：12296 / 12303
页数：8
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