Hydrogen Peroxide-Mediated Rapid Room Temperature Metal-Free C(sp<sup>2</sup>)-H Thiocyanation of Amino Pyrazoles, Amino Uracils, and Enamines
Danish Ali, Anoop Kumar Panday, Lokman H. Choudhury
Abstract
)-H thiocyanation of aminopyrazoles, aminoisoxazole, aminoisothiazole, amino uracils, and aliphatic enamines has been developed in an aqueous medium using hydrogen peroxide as a benign oxidant and ammonium thiocyanate as a thiocyanating agent. On the other hand, the reaction of hydrogen peroxide and ammonium thiocyanate followed by one-pot addition of NaOH provides the corresponding disulfides in the case of amino azoles, and pyrimidine-fused 2-amino thiazoles were observed in the case of aminouracils. The salient features of this method are the use of an eco-friendly oxidant, reaction tunability to access different products, wide substrate scope, and good to very good yields.
Topics & Concepts
ChemistryAmmonium thiocyanateHydrogen peroxideThiocyanateAqueous solutionSubstrate (aquarium)Organic chemistryCombinatorial chemistryOceanographyGeologySulfur-Based Synthesis TechniquesSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods