Three-component bis-heterocycliation for synthesis of 2-aminobenzo[4,5]thieno[3,2-d]thiazoles

被引：55
作者：
Huang, Huawen [1 ]
Qu, Zhonghua [1 ]
Ji, Xiaochen [1 ]
Deng, Guo-Jun [1 ]
机构：
[1] Xiangtan Univ, Minist Educ, Coll Chem, Key Lab Environm Friendly Chem & Applicat, Xiangtan 411105, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2019年 / 6卷 / 08期
基金：
中国国家自然科学基金;
关键词：
IRON-CATALYZED CYCLIZATION; OXIME ACETATES; KETOXIME CARBOXYLATES; POLYSUBSTITUTED PYRIDINES; TANDEM ANNULATION; FACILE SYNTHESIS; AMINO-HECK; COPPER; THIAZOLE; STRATEGY;
D O I：
10.1039/c8qo01365a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A cooperative base system has been developed for the novel three component bis-heterocyclization of methylketoxime acetates. In a reaction complementary to previous thiazole and benzo[4,5]thieno[3,2-d]thiazole formation, the present protocol provides an effective entry to 2-aminobenzo[4,5]thieno[3,2-d]thiazoles. Mechanistically, the formation of trisulfur radical anion [S-3](-) and Willgerodt-Kindler-type sulfuration would be the key for this transformation.
引用
收藏
页码：1146 / 1150
页数：5
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