Preparation of Sydnone Compounds Substituted by Thio and Seleno Functional Groups at the 4-Positions
作者:Toshio Fuchigami、Ching-Sy Chen、Tsutomu Nonaka、Mou-Yung Yen、Hsien-Ju Tien
DOI:10.1246/bcsj.59.487
日期:1986.2
groups to the 4-position of a sydnone ring was successfully attempted using 4-lithiosydnones (2) and 4-bromosydnones (3) as starting compounds. The reaction of 2 with tetraalkylthiuram disulfides, bis[alkoxy(thiocarbonyl)] disulfides, and bis[alkylthio(thiocarbonyl)] disulfides provided 4-sydnonyl dithiocarbamates, O-alkyl S-(4-sydnonyl) dithiocarbonates, and dialkyl 4-sydnonyl trithiocarbonates, respectively
将硫代和硒代官能团引入 sydnone 环的 4 位已成功尝试使用 4-lithiosydnones (2) 和 4-bromosydnones (3) 作为起始化合物。2与四烷基秋兰姆二硫化物、双[烷氧基(硫代羰基)]二硫化物和双[烷硫基(硫代羰基)]二硫化物的反应提供了4-sydnonyl二硫代氨基甲酸酯、O-烷基S-(4-sydnonyl)二硫代碳酸酯和二烷基4-sydnonyl三硫代碳酸酯,分别以良好的收益率。此外,用硫氰和硒氰处理 2 分别产生双(4-sydnonyl)硫化物(11)和双(4-sydnonyl)硒化物(12)。这些产物 11 和 12 也分别通过 3 与硫氰酸钾和硒氰酸盐的反应形成。此外,发现3在加热下与硒脲和O-乙基二硫代碳酸钾反应,分别得到12和11。还发现这些sydnone化合物2和3的反应性在许多情况下与......