Synthesis of Thiazolidine-2-thiones through a One-Pot A3-Coupling–Carbon Disulfide Incorporation Process

Anton A. Nechaev, Anatoly A. Peshkov, Kristof Van Hecke, Vsevolod A. Peshkov, Erik V. Van der Eycken

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

A copper-catalyzed two-step one-pot procedure for the synthesis of thiazolidine-2-thiones has been developed. The process involves a three-component coupling of an alkyne, an aldehyde, and an amine (A3-coupling) followed by trapping the resulting propargylamine with carbon disulfide and subsequent cyclization.

Original languageEnglish
Pages (from-to)1063-1069
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2017
Issue number6
DOIs
Publication statusPublished - Jan 1 2017
Externally publishedYes

Fingerprint

Carbon Disulfide
Alkynes
Cyclization
disulfides
Aldehydes
Disulfides
Amines
Copper
carbon disulfide
alkynes
synthesis
aldehydes
amines
trapping
copper
propargylamine
2-mercaptothiazoline

Keywords

  • C1 building blocks
  • Cyclization
  • Heterocycles
  • Multicomponent reactions
  • Synthetic methods

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of Thiazolidine-2-thiones through a One-Pot A3-Coupling–Carbon Disulfide Incorporation Process. / Nechaev, Anton A.; Peshkov, Anatoly A.; Van Hecke, Kristof; Peshkov, Vsevolod A.; Van der Eycken, Erik V.

In: European Journal of Organic Chemistry, Vol. 2017, No. 6, 01.01.2017, p. 1063-1069.

Research output: Contribution to journalArticle

Nechaev, Anton A. ; Peshkov, Anatoly A. ; Van Hecke, Kristof ; Peshkov, Vsevolod A. ; Van der Eycken, Erik V. / Synthesis of Thiazolidine-2-thiones through a One-Pot A3-Coupling–Carbon Disulfide Incorporation Process. In: European Journal of Organic Chemistry. 2017 ; Vol. 2017, No. 6. pp. 1063-1069.
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