Direct Introduction of a Methyl Group at the C5-Position of 1,2,4-Triazines: Convenient Synthesis of 6-Functionalized 5-Aryl-2,2′-bipyridines

被引：6
|
作者：
Krinochkin, Alexey P. [1 ,2 ]
Kopchuk, Dmitry S. [1 ,2 ]
Kovalev, Igor S. [1 ]
Santra, Sougata [1 ]
Zyryanov, Grigory V. [1 ,2 ]
Majee, Adinath [3 ]
Rusinov, Vladimir L. [1 ,2 ]
Chupakhin, Oleg N. [1 ,2 ]
机构：
[1] Ural Fed Univ, Dept Organ & Biomol Chem, Inst Chem Engn, 19 Mira Str,K-2, Ekaterinburg 620002, Russia
[2] Russian Acad Sci, I Ya Postovskiy Inst Organ Synth, Ural Div, 22 S Kovalevskoy Str, Ekaterinburg 620219, Russia
[3] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India
来源：
CHEMISTRYSELECT | 2020年 / 5卷 / 09期
基金：
俄罗斯科学基金会;
关键词：
5-aryl-6-methyl-2 ' 2 '-bipyridines; aza-Diels-Alder reaction; bromination; S-N(H)/S-N(ips)degrees substitution; 1,2,4-triazine; DIELS-ALDER REACTION; AS-TRIAZINE DERIVATIVES; NUCLEOPHILIC-SUBSTITUTION; HETEROCYCLIC-COMPOUNDS; LIGANDS; 2,2'-BIPYRIDINE; COMPLEXES; ROUTE; POT; FUNCTIONALIZATION;
D O I：
10.1002/slct.202000044
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This article describes a convenient method for the synthesis of 5-aryl-6-methyl-2,2 '-bipyridines through the direct introduction of a methyl group at the C5-position of 1,2,4-triazine moieties. At first 1,2,4-triazine precursors are synthesized for this purpose. The reaction proceeds through S-N(H)/S-N(ips)degrees substitution and subsequent aza-Diels-Alder reaction. In addition, mono- and dibromomethyl-substituted 2,2'-bipyridines are also synthesized to confirm the applicability of the present method.
引用
收藏
页码：2753 / 2755
页数：3
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