First example of a 1,3-dipolar cycloaddition of 1,3-thiazole-5(4H)-thiones with an azomethine ylide; Crystal structures of a pair of stereoisomeric adducts

被引:0
作者
Mloston, G [1 ]
Linden, A [1 ]
Heimgartner, H [1 ]
机构
[1] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND
关键词
1,3-dipolar cycloadditions; azomethine ylides; aziridines; 1,3-thiazole-5(4H)-thiones; crystal structure; synthesis;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An azomethine ylide, generated in situ by thermal ring opening of cis-1-methyl-2,3-diphenylaziridine (3), undergoes a smooth cycloaddition onto the C=S bond of 1,3-thiazole-5(4H)-thiones 1 to give the stereoisomeric spiro-thiazolidines 4 and 5. The trans-configuration of the phenyl substituents in both cycloadducts was established by X-ray crystallography.
引用
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页码:32 / 39
页数:8
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