Efficient synthesis and preliminary biological evaluations of trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines

被引：18

作者：

Jismy, Badr ^{[1
,2
]}

Akssira, Mohamed ^{[2
]}

Knez, Damijan ^{[3
]}

Guillaumet, Gerald ^{[4
]}

Gobec, Stanislav ^{[3
]}

Abarbri, Mohamed ^{[1
]}

机构：

[1] Fac Sci, Lab Physicochim Mat & Electrolytes Energie PCM2E, EA 6299, Ave Monge,Parc Grandmont, F-37200 Tours, France

[2] Univ Hassan II Casablanca, URAC 22, Lab Chim Phys & Chim Bioorgan, BP 146, Mohammadia 28800, Morocco

[3] Univ Ljubljana, Fac Pharm, Askerceva 7, Ljubljana 1000, Slovenia

[4] Univ Orleans, ICOA, UMR 7311, CNRS, BP 6759,Rue Chartres, F-45067 Orleans 2, France

来源：

NEW JOURNAL OF CHEMISTRY | 2019年 / 43卷 / 25期

关键词：

ARYL BORONIC ACIDS; DIRECT ACCESS; DERIVATIVES; HETEROCYCLES; AMIDINES; AGONISTS; SERIES;

D O I：

10.1039/c9nj01982k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Fluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines were synthesized through Michael addition/intramolecular cyclization reaction by condensation of 2-amino imidazole derivatives with ethyl 4,4,4-trifluorobut-2-ynoate and using C-O bond activation. The synthons thus obtained can be functionalized by forming new chemical bonds, including C-C, C-N and C-S, to provide easy access to a wide range of novel trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines in good to excellent yields. Preliminary biological evaluation revealed a number of derivatives displaying micromolar IC50 values against monoamine oxidase B and butyrylcholinesterase, two important targets in the field of neurodegenerative disorders.

引用

页码：9961 / 9968

页数：8

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