Synthesis of new functionalized 3,7-diazabicyclo[3.3.1]nonanes by aminomethylation of the Guareschi imides

被引：7

作者：

Khrustaleva, Anastasiya N. ^{[1
]}

Frolov, Konstantin A. ^{[1
]}

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

Aksenov, Nicolai A. ^{[2
]}

Aksenova, Inna V. ^{[2
]}

Krivokolysko, Sergey G. ^{[1
]}

机构：

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

[2] North Caucasus Fed Univ, 1a Pushkin Str, Stavropol 355009, Russia

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 50期

关键词：

3,7-Diazabicyclo[3.3.1]nonanes; 2,6-Dioxopiperidine-3,5-dicarbonitriles; Mannich reaction; Guareschi imides; ONE-POT SYNTHESIS; MANNICH-TYPE SYNTHESIS; N; S-CONTAINING HETEROCYCLES; IN-VIVO; DERIVATIVES; COMPLEXES; MECHANISM; BISPIDINE;

D O I：

10.1016/j.tetlet.2017.10.069

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aminomethylation of 4,4-dialkyl-2,6-dioxopiperidine-3,5-dicarbonitriles (Guareschi imides) was studied for the first time. When the Guareschi imides were treated with primary aliphatic amines and an excess of formaldehyde, 2,4-dioxo-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarbonitriles were obtained in varying yields (15-67%). The structure of 9,9-dimethy1-7-(2-methylpropy1)-2,4-dioxo-3,7-diazabicyclo[3.3.1]nonane-1,5-dicarbonitrile was studied by X-ray diffraction analysis. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：4663 / 4666

页数：4

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