Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization

被引：13
|
作者：
Dotsenko, Victor V. [1 ,2 ]
Bushmarinov, Ivan S. [3 ]
Goloveshkin, Alexander S. [3 ]
Chigorina, Elena A. [4 ]
Frolov, Konstantin A. [1 ]
Krivokolysko, Sergey G. [1 ]
机构：
[1] Kuban State Univ, Dept Chem & High Technol, Krasnodar 350040, Russia
[2] North Caucasus Fed Univ, Dept Chem, Stavropol, Russia
[3] Russian Acad Sci, Lab Xray Diffract Studies, AN Nesmeyanov Inst Organoelement Cpds, Moscow, Russia
[4] State Enterprise IREA, Lab Custom Organ Synth, Moscow, Russia
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2017年 / 192卷 / 01期
关键词：
Thiazolo[3; 2-a]pyridines; aminomethylation; Mannich reaction; X-ray studies; bis(pyrid-2-yl)disulfides; ONE-POT SYNTHESIS; N; S-CONTAINING HETEROCYCLES; AMINOMETHYLATION; CYANOTHIOACETAMIDE; DERIVATIVES; CHEMISTRY;
D O I：
10.1080/10426507.2016.1224877
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The Mannich-type reaction of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (ocean propanal) and p-toluidine afforded 7-aryl-2-(1,3-benzodioxol-5-ylmethyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitriles in modest (25-46%) yields. The structure of the key compound was confirmed by X-ray crystal structure analysis.
引用
收藏
页码：47 / 52
页数：6
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