Aryne Three-Component Coupling Involving CS2 for the Synthesis of S-Aryl Dithiocarbamates

• DOI: 10.1021/acs.orglett.1c03378
• Publication Date: 2021-11-16T14:12:55Z
• Authors: Subrata Bhattacha...; Shiksha Deswal; Niket Manoj; Garima Jindal; Akkattu T. Biju
• Keywords: >‑ aryl dithiocarbamates; Chemical Sciences not elsewhere classified; Physiology; aryne three; mild reaction; Biophysics; also provided; Cell Biology; unique four; biologically important; preliminary mechanistic experiments; 01 natural sciences; 0104 chemical sciences; aliphatic amines; Mental Health; 2 </ sub; Medicine; >- aryl dithiocarbamates; Molecular Biology; Physical Sciences not elsewhere classified; Neuroscience; Biotechnology

A facile synthesis of biologically important S-aryl dithiocarbamates has been demonstrated by the aryne three-component coupling involving CS2 and aliphatic amines. This transition-metal-free and mild reaction is scalable and operates with good functional group compatibility. Preliminary mechanistic experiments, including density functional theory studies, are also provided. Moreover, with 3-triflyloxybenzynes, a unique four-component coupling incorporating tetrahydrofuran was observed.