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In(OTf)3-catalyzed synthesis of 4-thiocyanotetrahydropyrans via a three-component reaction
Authors:JS Yadav  BV Subba Reddy  Tapas Maity  GGKS Narayana Kumar
Institution:Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:A three-component coupling of aldehydes, homoallylic alcohols and ammonium thiocyanate is achieved in the presence of 10 mol % of In(OTf)3 in refluxing dichloromethane to produce 4-thiocyanotetrahydropyrans in excellent yields with all cis-selectivity. This method is simple, selective and convenient for introducing an SCN group onto a tetrahydropyran ring.
Keywords:Prins-cyclization  Three-component reaction  4-Thiocyanotetrahydropyrans
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