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  • Title: Novel alternative for the N-S bond formation and its application to the synthesis of benzisothiazol-3-ones.
    Author: Correa A, Tellitu I, Domínguez E, SanMartin R.
    Journal: Org Lett; 2006 Oct 12; 8(21):4811-3. PubMed ID: 17020309.
    Abstract:
    [reaction: see text] The synthesis of a series of benzisothiazolone derivatives starting from the readily available methyl thiosalicylate is presented. The key cyclization step features the formation of a N-acylnitrenium ion, generated by the hypervalent iodine reagent PIFA, and its succeeding intramolecular trapping by the thiole moiety leading to the construction of the title compounds by formation of a new N-S bond.
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