Three‐Component Synthesis of Thiazole‐2‐thione from Chalcone, Nitrobenzene and Carbon Disulfide

Abstract

A convenient protocol for the synthesis of thiazole‐2‐thiones from nitrobenzene, chalcones and carbon disulfide is described. The construction of one C‐S bond and two C‐N bonds via [3+2] cycloaddition reaction is achieved using NaOH as base in one pot. Various functional groups attached to substrates were well tolerated to afford the corresponding products in moderate to good yields.

Copper-Catalyzed Three-Component Synthesis of β-Hydroxysulfides from Styrene Oxide, Aryl Iodide, and Carbon Disulfide

“…On the basis of the above results and previous reports, , a plausible mechanism has been proposed (Scheme ). Initially, according to our previous work, CS 2 is easily converted into HS – under base conditions . Transition metal copper reacts with HS – to generate intermediate A , which reacts with aryl iodide by oxidative addition to form intermediate B .…”