Novel alternative for the N-S bond formation and its application to the synthesis of benzisothiazol-3-ones
Novel alternative for the N-S bond formation and its application to the synthesis of benzisothiazol-3-ones
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DOI：
10.1021/ol061867q
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发表时间：
2006-10-12
期刊：
影响因子：
5.2
通讯作者：
SanMartin, Raul
中科院分区：
文献类型：
--
作者：
Correa, Arkaitz;Tellitu, Imanol;SanMartin, Raul
本文以易得的硫代水杨酸甲酯为原料，合成了一系列苯并异噻唑酮衍生物。关键的环化步骤的特点是形成一个N-酰基氮离子，产生的高价碘试剂PIFA，其随后的分子内捕获的硫醇部分导致标题化合物的建设，形成一个新的N-S键。
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.