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

Author:

Ding Yuhao1,Guo Hailin1,Fan Jingwen1,Li Zhiyong1,Cheng Guolin1ORCID

Affiliation:

1. Xiamen Key Laboratory of Optoelectronic Materials and Advanced Manufacturing College of Materials Science and Engineering Huaqiao University Xiamen 361021 People's Republic of China

Abstract

Abstract2‐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.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

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