Atypical Oxidation Reaction by Thionyl Chloride: Easy Two‐Step Synthesis of <i>N</i>‐Alkyl‐1,4‐dithiines
作者:Alain Valla、Dominique Cartier、Frédéric Zentz、Roger Labia
DOI:10.1080/00397910600943600
日期:2006.11.1
was performed from succinic anhydride via cyclization of the corresponding 4‐(alkylamino)‐4‐oxobutanoic acids (succinamic acids). The reaction, carried out in polar aprotic solvents, gave 4,8‐dithiine‐indacene‐1,3,5,7‐tetraones (diimides 3) via 3,7‐bis‐4,8‐dithia‐indacene‐1,5‐diones (diisoimides 2), which could be isolated. Surprisingly, in this reaction, thionyl chloride appeared as an oxidant, and
摘要 通过相应的 4-(烷基氨基)-4-氧代丁酸(琥珀酸)的环化,从琥珀酸酐中简单地两步合成了一系列二噻英。该反应在极性非质子溶剂中进行,通过 3,7-bis-4,8-dithia-indacene-1,5 得到 4,8-dithiine-indacene-1,3,5,7-tetraones(二亚胺 3) -二酮(二异亚胺 2),可以分离。令人惊讶的是,在该反应中,亚硫酰氯作为氧化剂出现,该过程似乎可用于合成含 S 杂环化合物,如 1,4-二噻英。考虑了机械途径。