Article ID Journal Published Year Pages File Type
5262923 Tetrahedron Letters 2013 5 Pages PDF
Abstract
An unprecedented multi-component reaction for the synthesis of thiosugar-annulated 1,3-thiazines is reported. The envisaged synthetic strategy involves the reaction of d-glucose/d-xylose and 2-methyl-2-phenyl-1,3-oxathiolan-5-one with AcONH4/RNH2 in task specific ionic liquid (TSIL), [bmim]SCN which afforded thiosugar annulated 1,3-thiazines in excellent yields (83-93%). The reaction is effected via ionic liquid promoted Michael addition followed by mercaptoacetylative ring transformation in a one-pot procedure and the ionic liquid, [bmim]OH could be easily recycled for further use without any loss of efficiency and be used for the synthesis of [bmim]SCN, thus allowing recycling of the TSIL for further use.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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