Article ID Journal Published Year Pages File Type
5223281 Tetrahedron 2010 13 Pages PDF
Abstract

Complete details of thiazole syntheses by scandium-catalyzed cycloaddition reactions of 1-aryl- and 1,1-bisaryl-3-phenylsulfanylpropargyl alcohols with thioamides are described. Reactions of 1,1-bisarylpropargyl alcohols with thioamides and selenamide in MeNO2/H2O resulted in 4-bisarylmethyl-1,3-thiazoles 4aa-ic and 4H-4,4-bisaryl-1,3-thiazines 5ea-ga in high yields. Reactions in MeNO2/D2O resulted in 4-bisaryldeuteriomethyl-1,3-thiazoles 10ca-ia with high deuterium purity. Reactions of dialkyl and alkyl aryl propargyl alcohols are also described.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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