DABCO-Catalyzed Synthesis of Thiazolidine-2-thiones: System Development and Mechanistic Insights DOI Creative Commons
Savvas G. Chalkidis, Sungil Hong,

Anthi-Markella Tsiadi

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

A base-catalyzed protocol is reported for the construction of 1,3-thiazolidine-2-thione scaffolds bearing quaternary carbon centers from disulfide and α-tertiary propargylamines. The reaction proceeds using low catalyst loading, under ambient temperatures, in absence solvent. Various propargylamines have been employed, affording a series previously unreported thiazolidine-2-thione compounds avoiding purification via column chromatography certain cases. We also describe one-pot strategy synthesis same products through KA2 coupling–CS2 incorporation approach. mechanism substituent-dependent catalytic behavior were studied combination detailed experimental computational studies.

Language: Английский

DABCO-Catalyzed Synthesis of Thiazolidine-2-thiones: System Development and Mechanistic Insights DOI Creative Commons
Savvas G. Chalkidis, Sungil Hong,

Anthi-Markella Tsiadi

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

A base-catalyzed protocol is reported for the construction of 1,3-thiazolidine-2-thione scaffolds bearing quaternary carbon centers from disulfide and α-tertiary propargylamines. The reaction proceeds using low catalyst loading, under ambient temperatures, in absence solvent. Various propargylamines have been employed, affording a series previously unreported thiazolidine-2-thione compounds avoiding purification via column chromatography certain cases. We also describe one-pot strategy synthesis same products through KA2 coupling–CS2 incorporation approach. mechanism substituent-dependent catalytic behavior were studied combination detailed experimental computational studies.

Language: Английский

Citations

0