Ultrasound-Promoted Synthesis of α-Thiocyanoketones via Enaminone C═C Bond Cleavage and Tunable One-Pot Access to 4-Aryl-2-aminothiazoles
Yunyun Liu, Tao Zhang, Jie‐Ping Wan
Abstract
Ultrasound has been successfully employed to promote the thiocyanation of the C═C bond in enaminones for the synthesis of α-thiocyanoketones and 2-aminothiazoles. The reactions of enaminones with ammonium thiocyanate provide α-thiocyanoketones with ultrasound irradiation at room temperature. More interestingly, simply further heating the vessel after ultrasonic irradiation leads to the selective synthesis of 2-aminothiazoles with an unconventional 4-aryl substructure.
Topics & Concepts
ArylAmmonium thiocyanateChemistryBond cleavageUltrasoundCombinatorial chemistryThiocyanatePhotochemistryOrganic chemistryCatalysisAlkylAcousticsPhysicsSulfur-Based Synthesis TechniquesSynthesis of heterocyclic compoundsSynthesis and Reactivity of Sulfur-Containing Compounds