Thione<i>S</i>-Imide. Reaction with Heterocumulenes
作者:Takao Saito、Isao Oikawa、Shinichi Motoki
DOI:10.1246/bcsj.53.2582
日期:1980.9
S-p-toluenesulfonimide reacted with diphenylketene to give two regioisomeric 1,3-dipolar cycloadducts. The thione S-imide and symmetrical dialkylcarbodiimides produced 3-tosylimino-1,2,4-thiadiazolidines. In the reaction with ketenimines, there occurred siteselective cycloaddition reactions on C=N vs. C=C bonds in the imines and further rearrangement of the 1,2,4-thiadiazolidine adducts.
9-芴硫酮 Sp-甲苯磺酰亚胺与二苯基乙烯酮反应得到两种区域异构的 1,3-偶极环加合物。硫酮 S-酰亚胺和对称的二烷基碳二亚胺产生 3-tosylimino-1,2,4-thiadiazolidines。在与烯酮亚胺的反应中,亚胺中的 C=N 与 C=C 键发生位点选择性环加成反应,并进一步重排 1,2,4-噻二唑烷加合物。