Novel Alternative for the N − S Bond Formation and Its Application to the Synthesis of Benzisothiazol-3-ones
2006; American Chemical Society; Volume: 8; Issue: 21 Linguagem: Inglês
10.1021/ol061867q
ISSN1523-7060
AutoresArkaitz Correa, Imanol Tellitu, Esther Domı́nguez, Raúl SanMartı́n,
Tópico(s)Phenothiazines and Benzothiazines Synthesis and Activities
Resumo[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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