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

页码：4672 / 4676

页数：5

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