New possibilities of the Mannich reaction in the synthesis of N-, S,N-, and Se,N-heterocycles

被引：25

作者：

Dotsenko, V. V. ^{[1
,2
,3
]}

Frolov, K. A. ^{[3
,4
]}

Chigorina, E. A. ^{[5
]}

Khrustaleva, A. N. ^{[3
]}

Bibik, E. Yu ^{[4
]}

Krivokolysko, S. G. ^{[3
,4
]}

机构：

[1] Kuban State Univ, 149 Ul Stavropolskaya, Krasnodar 350040, Russia

[2] North Caucasus Fed Univ, 1A Ul Pushkina, Stavropol 355009, Russia

[3] Vladimir Dal Lugansk Natl Univ, Sci Res Lab Khimeks, 20A,Build 7, UA-91045 Lugansk, Ukraine

[4] Lugansk State Med Univ, 1G Quarter 50 Letiya Oborony Luganska, UA-91045 Lugansk, Ukraine

[5] Kurchatov Inst, Natl Res Ctr, State Sci Res Inst Chem Reagents & High Pur Chem, 3 Bogorodskii Val, Moscow 107076, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2019年 / 68卷 / 04期

关键词：

aminomethylation; Mannich reaction; active methylene chalcogen amides; cyanothioacetamide; selenoamides; cyanoselenoacetamide; heterocyclization; ONE-POT SYNTHESIS; ONE-STEP SYNTHESIS; N; S-CONTAINING HETEROCYCLES; EFFICIENT SYNTHESIS; 2-THIOHYDANTOIN DERIVATIVES; DIHYDROPYRIDINE DERIVATIVES; CONVENIENT APPROACH; MOLECULAR DOCKING; AMINOMETHYLATION; CHEMISTRY;

D O I：

10.1007/s11172-019-2476-5

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The review summarizes the results obtained by our research group over the past 15 years in chemistry of N-, S,N-, and Se,N-heterocycles resulted from aminomethlation of a wide range of acyclic and heterocyclic substrates derived from active methylene amides, thioamides, and selenoamides. A series of 1,3,5-thia(selena)diazines, 3,7-diazabicyclo[3.3.1] nonanes, 3,5,7,11-tetraazatricyclo[7.3.1.0(2,7)]tridec-2-enes, 1,3,5,7-tetrazocines, and pyrido[1,2-a][1,3,5]triazines were synthesized. The general regularities of the Mannich reaction in the series of N-, S,N-, and Se,N-containing pyridine substrates were discussed. Biological activities of some synthesized compounds were studied to reveal compounds with antiviral, analeptic, anti-inflammatory, and antipyretic activities.

引用

页码：691 / 707

页数：17

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