Azetidine and cyclopropylamine in the "1,2,4-triazine" methodology for the synthesis of α-functionalized 2,2′-bipyridines

被引：0

作者：

Shtaitz, Ya. K. ^{[1
]}

Valieva, M. I. ^{[1
,2
]}

Ladin, E. D. ^{[1
,2
]}

Rammohan, A. ^{[1
]}

Krasnoperova, K. D. ^{[1
]}

Belyaev, N. A. ^{[1
]}

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

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

Rusinov, V. L. ^{[1
,2
]}

机构：

[1] Ural Fed Univ, Russia B N Yeltsin,19 Mira St, Ekaterinburg 620002, Russia

[2] Russian Acad Sci, I Ya Postovsky Inst Organ Synth, Ural Branch, 22-20 Ul S Kovalevskoy, Ekaterinburg 620108, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2024年 / 73卷 / 06期

基金：

俄罗斯科学基金会;

关键词：

1,2,4-triazine-5-carbonitriles; azetidine; nucleophilic ipso-substitution; 5-amino-1,2,4-triazines; DIELS-ALDER REACTIONS; PUSH-PULL FLUOROPHORES; TRANSFORMATIONS; SUBSTITUTION;

D O I：

10.1007/s11172-024-4285-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Functionalization of 3-(2-pyridyl)-1,2,4-triazines with small (aza)cyclic compounds (azetidine and cyclopropylamine) via nucleophilic ipso-substitution of the cyano group and subsequent transformation of the 1,2,4-triazine ring into pyridine one via the aza-Diels-Alder reaction were explored. The successful proceeding of such a transformation depended on the structure of the nucleophilic residue: both steps were successfully implemented upon using a cyclopropylamine derivative, while in the case of azetidine-containing 1,2,4-triazines, there was only the resinification of the reaction mass.

引用

页码：1681 / 1685

页数：5

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