Amino Acid‐Based Dithiocarbamates as Efficient Intermediates for Diversity‐Oriented Synthesis of Thiazoles

Abstract

Amino acid‐based dithiocarbamates were introduced as efficient intermediates for the synthesis of a diverse library of novel di‐ and tri‐substituted thiazoles via condensation with various reagents such as anhydrides, acyl halides, benzene sulfonyl chloride, trifluoromethanesulfonic anhydride, chloroethyl formate, and diethyl chlorophosphate. The utilities of adducts in further organic synthesis were confirmed by Sonogashira and oxidation reactions. In addition, reaction of aspartic acid‐based dithiocarbamates with anhydrides affords the corresponding fused 6,6a‐dihydrofuro[3,2‐ d ]thiazol‐5(3a H )‐ones diastereoselectively in excellent yields.

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