Article ID Journal Published Year Pages File Type
5271362 Tetrahedron Letters 2014 5 Pages PDF
Abstract

A NBS-mediated sequential one-pot synthesis of multifunctionalized thiazoles and thiophenes from 1,3-dicarbonyl compounds and mercaptonitrile salts has been developed under mild conditions. This transformation involves sequential bromination/SN2 alkylation/Thorpe-Ziegler cyclization/regio-selective elimination of a -COR group, affording the desired products in moderate to good yields. The sequence of the leaving reactivity of -COR groups was determined and a possible mechanism was proposed.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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