Reaction of 2-(Benzenesulfonyl)-5-(p-chlorobenzenesulfonyl)-4-tosyl-1,3-thiazole with O-, N-, S-, and C-nucleophiles

被引:1
作者
Turov, K. V. [1 ]
Drach, B. S. [1 ]
机构
[1] Natl Acad Sci Ukraine, Inst Bioorgan Chem & Petrochem, UA-02660 Kiev 94, Ukraine
关键词
EtOH; General Chemistry; Thiazole; Nucleophilic Substitution; Thiazole Ring;
D O I
10.1134/S1070363208040208
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-(Benzenesulfonyl)-4-tosyl-1,3-thiazole was synthesized starting from the available 2,2-dichloro-1-tosylethenyl isothiocyanate. The product is a pronounced electrophilic substrate feasible for investigation of the order of nucleophilic substitution at the C(2), C(4), and C(5) centers of the thiazole ring. Different nucleophilic agent first attack the C(2) atom. After that S-nucleophiles react with C(5), while O- and N-nucleophiles, with C(4).
引用
收藏
页码:629 / 633
页数:5
相关论文
共 3 条
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  • [2] METZGER JV, 1979, CHEM HETEROCYCLIC CO, P567
  • [3] TUROV KB, 2006, ZH OBSHCH KHIM, V76, P1757