Synthesis of 2,4-diarylthiazoles throuth palladium-catalyzed cyclization of sulfoxonium ylides and benzothioamide

Visible-light-induced C–S bond formation in the synthesis of 2,4-disubstituted thiazoles through cascade difunctionalization of acetophenone: a greener approach

“…In 2022, Lu and co-workers presented 2,4-diphenyl thiazole synthesis by the reaction of sulfoxonium ylide and thiobenzamide under the catalysis of palladium (Scheme 1A, i). 44 In 2015, G. Zhang and Y. Yu reported the reaction of α-azidostyrene and potassium thiocyanate with Pd(OAc) 2 in n -propanol to synthesize 4-phenyl-2-aminothiazole (Scheme 1A, ii). 45 In particular, Togo and co-workers successfully realized the α-bromination of various ketones by employing NBS in an aqueous medium, which proved to be a highly efficient, environmentally safe, and economical process.…”

A chromatography-free one-pot, two-step synthesis of 1,2,4-thiadiazoles from primary amides via thiolation and oxidative dimerization under solvent-free conditions: a greener approach

“…2 Its unique molecular structure, consisting of a ve-membered ring containing sulfur and nitrogen atoms, offers a robust foundation for designing compounds with specic biological activities. 3 For example, the 1,2,4-thiadiazole unit containing compounds I and II has much higher inhibitory activity against aromatase than resveratrol, and compound III, shows neuroprotective properties, 4 and compound IV may be a potential drug for Alzheimer's disease due to its good bsecretion inhibitory activity. 5 3,5-Bis(indolyl)-1,2,4-thiadiazoles derivatives (e.g., compound V) display in vitro anticancer activity, 6 (Fig.…”

Lawesson's reagent promoted deoxygenation of azlactones for the syntheses of 2,4-disubstituted thiazoles

“…7 Over the years, numerous straightforward and robust methods for the syntheses of 2,4-disubstituted thiazoles have been established. 8 However, it is remarkable that there is no method available to directly afford 2,4-disubstituted thiazoles from azlactones. Herein, we report an efficient and environmentally friendly method to construct various 2,4-disubstituted thiazoles via Lawesson's reagent promoted deoxygenation of azlactones (Scheme 1B).…”