3,4-Dimethyl-2,5-functionalized thieno[2,3-b]thiophenes: versatile precursors for novel bis-thiazoles

被引：46

作者：

Sayed, Osama M. ^{[1
]}

Mekky, Ahmed E. M. ^{[1
]}

Farag, Ahmad M. ^{[1
]}

Elwahy, Ahmad H. M. ^{[1
]}

机构：

[1] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt

来源：

JOURNAL OF SULFUR CHEMISTRY | 2015年 / 36卷 / 02期

关键词：

alkylation; cyclization; bis(thiazole); thieno[2,3-b]thiophene; bis(alpha-bromoketones); condensation; ONE-POT PREPARATION; HETEROCYCLIC COMPOUNDS; FACILE SYNTHESIS; DNA-BINDING; DERIVATIVES; ALDEHYDES; THIOSEMICARBAZIDES;

D O I：

10.1080/17415993.2014.975131

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of novel bis(thiazoles) 19-22, 24, 25, 30 and 31 is reported. Thus, reaction of the bis(alpha-bromoketones) 14 and 15 with the corresponding thioamide derivatives 16-18 in refluxing EtOH in the presence of triethylamine afforded 19-22 in good yields. On the other hand, the novel bis(thiazoles) 24 and 25 can be synthesized by the reaction of 14 and 15 with the corresponding p-chlorobenzaldehyde thiosemicarbazones 23 in refluxing EtOH. The novel isomeric bis(thiazoles) 30 and 31 can also be synthesized by a reaction of the corresponding bis(benzaldehyde thiosemicarbazones) 27 and 28 with p-chlorophenacyl bromide 29. Compounds 27 and 28 were obtained by condensation of the corresponding bis(aldehydes) 12 and 13 with thiosemicarbazide 26.

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页码：124 / 134

页数：11

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