Beilstein J Org Chem. 2026 Jul 10;22:1048-1056. doi: 10.3762/bjoc.22.83. eCollection 2026.
ABSTRACT
Dithiocarbamates are widely recognized for their versatile applications in both agriculture as effective pesticides and medicine, where they serve as antifungal and anticancer agents. As a result, their synthesis has garnered significant attention in recent years. In this study, we present an efficient one-pot four-component approach for the synthesis of these scaffolds, utilizing aldehydes, ethyl acetoacetate, carbon disulfide (CS2), and amines. Initially, α,β-unsaturated carbonyl compounds, serving as Michael acceptors, were generated from aldehydes and ethyl acetoacetate through a decarboxylative Knoevenagel reaction under mild conditions, using lipase as a biocatalyst. These intermediates then sequentially undergo a nucleophilic addition reaction with dithiocarbamate anions, which are generated in situ by reacting CS2 with amines. This sequence successfully yields 15 derivatives of S-alkylated dithiocarbamates with high to excellent yields ranging from 69% to 96%.
PMID:42445722 | PMC:PMC13358900 | DOI:10.3762/bjoc.22.83