Synthesis of Multifunctionalized Thiazolidine-4-thiones via [2+2+1] Annulation of Isothiocyanates and CF3-Imidoyl Sulfoxonium Ylides

被引：6
|
作者：
Ding, Yuhao [1 ]
Guo, Hailin [1 ]
Fan, Jingwen [1 ]
Li, Zhiyong [1 ]
Cheng, Guolin [1 ]
机构：
[1] Huaqiao Univ, Coll Mat Sci & Engn, Xiamen Key Lab Optoelect Mat & Adv Mfg, Xiamen 361021, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 24期
关键词：
Sulfoxonium ylide; Isothiocyanate; Annulation; Trifluoromethyl group; Thiazolidine-4-thiones; FLUORINE; ACTIVATION; AGENTS;
D O I：
10.1002/adsc.202300896
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
2-Iminothiazolidin-4-one, 5-ethylidenethiazolidin-4-one, and thiazolidine-4-thione are all medicinally relevant structures. In this work, a NaSO2CF3-promoted [2+2+1] cascade annulation reaction of CF3-imidoyl sulfoxonium ylides and isothiocyanates was reported to synthesize a variety of decorated thiazolidine-4-thiones in 35-91% yields with exclusive stereoselectivity. The gram-scale reaction and further chemoselective S-alkylations demonstrated the synthetic utilities of this transformation.
引用
收藏
页码：4672 / 4676
页数：5
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