Activation of <i>gem</i>-Dichloroacetamides and Epoxides Using Elemental Sulfur and Amines: A Route to Monothiooxalamides and α-Ketothioamides.

ABSTRACT: The selective activation of C-X bonds to generate value-added products via transition metal-free methodologies remains a formidable challenge in modern synthetic chemistry. Herein, we report a metal-free didechlorinative strategy for the construction of unsymmetrical monothiooxalamides through C-S and C-N bond formation. This transformation proceeds via a one-pot functionalization of gem-dichloroacetamides with various amines and elemental sulfur (S₈) under ambient conditions in an open-air atmosphere, offering a sustainable and operationally simple approach. Additionally, a regioselective epoxide ring-opening approach was implemented using I₂/DMSO, enabling the efficient synthesis of α-ketothioamides through the incorporation of S₈ and diverse amine

SUBMITTER: Jayaram A 

PROVIDER: S-EPMC12538588 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature