Lewis Base/Brønsted Acid Cocatalysis for Thiocyanation of Amides and Thioamides
Qumruddeen, Arun A. Yadav, Ruchir Kant, Chandra Bhushan Tripathi
Abstract
Lewis base/Brønsted acid cocatalysis for electrophilic thiocyanation of olefins is reported. Using a combination of triphenylphosphine selenide and diphenyl phosphate as a catalyst, a wide range of unsaturated amides and thioamides underwent thiocyanation to furnish thiocyanated thiazoline and oxazoline derivatives in high yields (up to 97%).
Topics & Concepts
ChemistryLewis acids and basesBrønsted–Lowry acid–base theoryOxazolineElectrophileTriphenylphosphineBase (topology)Organic chemistryThiazolineCatalysisSelenideMedicinal chemistrySeleniumMathematical analysisMathematicsSulfur-Based Synthesis TechniquesSynthesis and Reactivity of Sulfur-Containing CompoundsSynthesis of heterocyclic compounds