One-pot synthesis of 4-aryl-2-aminothiazoles from styrenes and thioureas promoted by tribromoisocyanuric acid

被引：20
作者：
de Andrade, Vitor S. C. [1 ]
de Mattos, Marcio C. S. [1 ]
机构：
[1] Univ Fed Rio de Janeiro, Inst Quim, Dept Quim Organ, BR-21941590 Rio De Janeiro, Brazil
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 30期
关键词：
Thiazole; Tribromoisocyanuric acid; Pot-economy; Phenacyl bromide; Thiourea; Tandem reaction; TRICHLOROISOCYANURIC ACID; THIAZOLE DERIVATIVES; CORROSION-INHIBITOR; N-PHENYLUREAS; MILD-STEEL; 2-AMINOTHIAZOLES; KETONES; GREEN; ALCOHOLS; IMIDAZOPYRIDINES;
D O I：
10.1016/j.tetlet.2020.152164
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and efficient one-pot protocol has been developed for the conversion of styrenes into 4-aryl-2-aminothiazoles using readily available starting materials. Tribromoisocyanuric acid was successfully used for the co-bromination and oxidation of styrenes to give phenacyl bromides, which in the presence of thioureas produced the corresponding 4-aryl-2-aminothiazoles in 48-70% yield. The protocol involves three reactions in one process: a tandem (formation of phenacyl bromides from styrenes) followed by a telescoped (conversion to thiazole) reaction. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：5
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