Iodine-mediated synthesis of indolyl-1,3,4-thiadiazole amine derivatives and their DFT analysis

An effective iodine-mediated one-pot three-component strategy for the construction of indolyl-1,3,4-thiadiazole amines has been described. The method involved the reaction of tosylhydrazine with indole-3-carboxaldehyde and ammonium thiocyanate as a non-toxic source of sulphur under metal-free conditions. The developed protocol included readily available substrates, shorter reaction time, use of low-toxic thiocyanate, and benzylation with a broad substrate scope, making it a viable approach for multiple applications. Furthermore, DFT analysis was conducted using the Gaussian 09 package.