Synthesis of Benzothiazoles through Copper‐Catalyzed One‐Pot Three‐Component Reactions with Use of Sodium Hydrosulfide as a Sulfur Surrogate

Abstract

AbstractCopper‐catalyzed one‐pot three‐component reactions of 2‐iodoanilines, aldehydes, and NaSH·n H2O afford benzothiazoles in good yields. When CuCl was employed as a catalyst in the absence of a ligand, a variety of aromatic aldehydes and substituted 2‐iodoanilines reacted with NaSH·n H2O to produce the corresponding 2‐arylbenzothiazoles in 70–98 % yields. The copper catalyst plays a key role in C–S bond formation between NaSH·n H2O and the aryl iodide that was formed from the condensation of 2‐iodoaniline and aldehyde. It was found that NaSH·n H2O functions as a sulfur surrogate and oxidant in the formation of benzothiazole.