Acid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonate
Acid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonate
复制标题
通过选择性活化 SS-吗啉代二硫代磺酸盐进行酸介导的芳烃磺酰硫基化
DOI：
10.1021/acs.orglett.0c04289
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发表时间：
2021
期刊：
影响因子：
5.2
通讯作者：
Fukuzawa Shin-ichi
中科院分区：
文献类型：
--
作者：
Kanemoto Kazuya;Furuhashi Koudai;Morita Yoshitsugu;Komatsu Teruyuki;Fukuzawa Shin-ichi
本文报道了三氟乙酸法催化的SS-吗啉二硫代磺酸盐催化芳烃的磺酰硫化反应。该体系是基于吗啉基对甲苯磺酰基的选择性活化，可双转化硫替代物。机理研究表明，该反应是通过亲电取代和硫磺挤出进行的。该反应的底物范围广，生成的硫代磺酸盐的可变化性使其能够快速地获得分散的多官能化硫化物。
A trifluoroacetic-acid-mediated desulfurilative sulfonylthiolation of arenes usingSS-morpholino dithiosulfonate is described. This system is based on selective activation of the morpholino group over the tosyl group of the doubly transformable sulfur surrogate. Mechanistic studies suggested that the reaction proceeds through electrophilic aromatic substitution followed by sulfur extrusion. The wide substrate scope of this reaction and the transformability of the resulting thiosulfonates enable expeditious access to divergent multifunctionalized sulfides.