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

Yuhao Ding,

Hailin Guo,

Jingwen Fan

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4672 - 4676

Published: Nov. 10, 2023

Abstract 2‐Iminothiazolidin‐4‐one, 5‐ethylidenethiazolidin‐4‐one, and thiazolidine‐4‐thione are all medicinally relevant structures. In this work, a NaSO 2 CF 3 ‐promoted [2+2+1] cascade annulation reaction of ‐imidoyl sulfoxonium ylides isothiocyanates was reported to synthesize variety decorated thiazolidine‐4‐thiones in 35–91% yields with exclusive stereoselectivity. The gram‐scale further chemoselective S ‐alkylations demonstrated the synthetic utilities transformation.

Language: Английский

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

Yuhao Ding,

Hailin Guo,

Jingwen Fan

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4672 - 4676

Published: Nov. 10, 2023

Abstract 2‐Iminothiazolidin‐4‐one, 5‐ethylidenethiazolidin‐4‐one, and thiazolidine‐4‐thione are all medicinally relevant structures. In this work, a NaSO 2 CF 3 ‐promoted [2+2+1] cascade annulation reaction of ‐imidoyl sulfoxonium ylides isothiocyanates was reported to synthesize variety decorated thiazolidine‐4‐thiones in 35–91% yields with exclusive stereoselectivity. The gram‐scale further chemoselective S ‐alkylations demonstrated the synthetic utilities transformation.

Language: Английский

Citations

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