Straightforward Synthesis of 3-Selenocyanato-Substituted Chromones through Electrophilic Selenocyanation of Enaminones under Grinding Conditions
Jun‐An Xiao, Ji‐Wei Ren, Yanmin Huang, Xiuliang Cheng, Ru‐Fang Meng, Xiao-Shi Qin, Hai Peng, Zhenzhen Xie, Jianguo Cui
Abstract
Abstract A metal- and oxidant-free method for preparing 3-selenocyanato-substituted chromones from 2-hydroxyphenyl enaminones by using a newly developed electrophilic selenocyanating reagent is reported. A series of 3-selenocyanato- or 3-thiocyanato-substituted chromones, as well as 3-selenocyanato- or 3-thiocyanato-substituted quinolinones was obtained in good to excellent yields under grinding reaction conditions. The generality and utility of this approach were demonstrated by a scale-up reaction and transformations of one of the products.
Topics & Concepts
ChemistryElectrophileReagentGrindingCombinatorial chemistryOrganic chemistryCatalysisMetallurgyMaterials scienceSulfur-Based Synthesis TechniquesSynthesis of Organic CompoundsOrganoselenium and organotellurium chemistry