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  • Title: Cycloaddition reactions of thiazolium azomethine ylides: application to pyrrolo[2,1-b]thiazoles.
    Author: Berry CR, Zificsak CA, Gibbs AC, Hlasta DJ.
    Journal: Org Lett; 2007 Oct 11; 9(21):4099-102. PubMed ID: 17854191.
    Abstract:
    Thiazolium azomethine ylides, equipped with a C-2 methanethiol group, participate in an efficient [3 + 2] cycloaddition reaction with acetylene derivatives to yield unique pyrrolo[2,1-b]thiazoles. The elimination of the methanethiol leaving group from the cycloadduct has replaced the need for a separate oxidation step and suppresses ring-opening side reactions. Products were obtained in short synthetic sequences to demonstrate their use as a scaffold for compound libraries.
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