In(OTf)3-catalyzed synthesis of 4-thiocyanotetrahydropyrans via a three-component reaction |
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Authors: | JS Yadav BV Subba Reddy Tapas Maity GGKS Narayana Kumar |
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Institution: | Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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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. |
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Keywords: | Prins-cyclization Three-component reaction 4-Thiocyanotetrahydropyrans |
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