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
收藏
页码：4663 / 4666
页数：4
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