Synthesis and reactivity of 2-(2-thienyl)oxazolo[4,5-b]pyridine

被引：2
|
作者：
Aleksandrov, A. A. [1 ]
El'chaninov, M. M. [1 ]
机构：
[1] Platov South Russian State Tech Univ, Novocherkassk 346428, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2015年 / 85卷 / 04期
基金：
俄罗斯科学基金会;
关键词：
2-amino-3-hydroxypyridine; thenoyl chloride; 2-(2-thienyl)oxazolo[4,5-b]pyridine; electrophilic substitution; nucleophilic substitution; Chichibabin amination;
D O I：
10.1134/S1070363215040155
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Condensation of 2-amino-3-hydroxypyridine with thenoyl chloride in 1-methyl-2-pyrrolidon afforded 2-(2-thienyl)oxazolo[4,5-b]pyridine. Reactivity of the latter towards electrophilic substitution (nitration, bromination, formylation, acylation) was studied. It is shown that the reaction occurred exclusively at the position 5 of the thiophene ring. Nucleophilic substitution of pyridine ring was performed. Quaternization of 2-(2-thienyl)oxazolo[4,5-b]pyridine with methyl iodide in benzene was carried out. Chichibabin amination with an excess of sodium amide in xylene failed.
引用
收藏
页码：858 / 860
页数：3
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