Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects

被引：39

作者：

Kopchuk, Dmitry S. ^{[1
,2
]}

Chepchugov, Nikolay V. ^{[1
]}

Kovalev, Igor S. ^{[1
]}

Santra, Sougata ^{[1
]}

Rahman, Matiur ^{[1
]}

Giri, Kousik ^{[3
]}

Zyryanov, Grigory V. ^{[1
,2
]}

Majee, Adinath ^{[4
]}

Charushin, Valery N. ^{[1
,2
]}

Chupakhin, Oleg N. ^{[1
,2
]}

机构：

[1] Ural Fed Univ, Inst Chem Engn, Dept Organ & Biomol Chem, 19 Mira St, Ekaterinburg 620002, Russia

[2] Russian Acad Sci, Ural Div, I Ya Postovskiy Inst Organ Synth, 22 S Kovalevskoy St, Ekaterinburg 620219, Russia

[3] Cent Univ Punjab, Sch Basic & Appl Sci, Ctr Computat Sci, City Campus,Mansa Rd, Bathinda 151001, India

[4] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India

来源：

RSC ADVANCES | 2017年 / 7卷 / 16期

基金：

俄罗斯科学基金会;

关键词：

DIELS-ALDER REACTION; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; FUSED 1,2,4-TRIAZINES; TRIAZINE DERIVATIVES; PLATINUM COMPLEXES; CHEMISTRY; S-N(H); PHOTOPHYSICS;

D O I：

10.1039/c6ra26305d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A green and highly efficient method has been developed for the synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and alpha-arylamino-2,2'-bipyridines according to the principles of atom economy. It has been performed by two consecutive solvent-free reaction pathways: the ipso-substitution of a cyano-group in 5-cyano-1,2,4-triazines and the aza-Diels-Alder reaction of the resulting 5-arylamino-1,2,4-triazines with 1-morpholinocyclopentene used as a dienophile. Solvent and catalyst-free conditions, operational simplicity, the compatibility with various functional groups, nonchromatographic purification technique, and high yields are the notable advantages of this procedure. The present methodology possesses a low E-factor.

引用

页码：9610 / 9619

页数：10

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