Synthesis of Chromone-Containing Allylmorpholines through a Morita-Baylis-Hillman-Type Reaction

被引：10

作者：

Chernov, Nikita M. ^{[1
]}

Shutov, Roman V. ^{[1
]}

Barygin, Oleg I. ^{[2
]}

Dron, Mikhail Y. ^{[2
]}

Starova, Galina L. ^{[3
]}

Kuz'mich, Nikolay N. ^{[4
,5
]}

Yakovlev, Igor P. ^{[1
]}

机构：

[1] St Petersburg State Chem Pharmaceut Univ, Dept Organ Chem, Prof Popov St 14, St Petersburg 197376, Russia

[2] RAS, IM Sechenov Inst Evolutionary Physiol & Biochem, Torez Pr 44, St Petersburg 194223, Russia

[3] St Petersburg State Univ, Dept Chem, Univ Skii Pr 26, St Petersburg 198504, Russia

[4] WHO Natl Influenza Ctr Russia, Dept Drug Safety, Res Inst Influenza, Prof Popov St 15-17, St Petersburg 197376, Russia

[5] IM Sechenov First Moscow State Med Univ, Lab Bioinformat, Inst Biotechnol & Translat Med, Trubetskaya St 8-2, Moscow 119991, Russia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 45期

基金：

俄罗斯科学基金会;

关键词：

Chromone; Enamine; Morpholine; Allylamine; Morita-Baylis-Hillman reaction; ALZHEIMERS-DISEASE; PRIVILEGED SCAFFOLD; DOMINO REACTIONS; DRUG DISCOVERY; INHIBITORS; ACETYLCHOLINESTERASE; DESIGN; 2-HYDROXYBENZOPHENONES; CHOLINESTERASES; THERAPEUTICS;

D O I：

10.1002/ejoc.201801159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first example of an unusual addition of chromone-substituted acrylic acid to enamines is described. The process shows high versatility concerning both enamines and chromones. The reaction is catalyzed by tertiary amines and is highly likely of Morita-Baylis-Hillman-type. The described compounds show combined moderate inhibitory action on BChE and antagonism towards NMDA receptors which makes them a perspective group for the development of anti-Alzheimer drugs.

引用

页码：6304 / 6313

页数：10

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