Novel alternative for the N-S bond formation and its application to the synthesis of benzisothiazol-3-ones |
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Authors: | Correa Arkaitz Tellitu Imanol Domínguez Esther SanMartin Raul |
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Institution: | Departamento de Química Organica II, Facultad de Ciencia y Tecnología, Euskal Herriko Unibertsitatea, P.O. Box 644, 48080 Bilbao, Spain. |
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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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