Microwave Assisted Synthesis of a Small Library of Substituted N,N′-Bis((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 Ethers

被引：23

作者：

Farruggia, Giovanna ^{[2
]}

Iotti, Stefano ^{[3
]}

Lombardo, Marco ^{[1
]}

Marraccini, Chiara ^{[3
]}

Petruzziello, Diego ^{[1
]}

Prodi, Luca ^{[1
]}

Sgarzi, Massimo ^{[1
]}

Trombini, Claudio ^{[1
]}

Zaccheroni, Nelsi ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

[2] Univ Bologna, Dipartimento Biochim G Moruzzi, Bologna, Italy

[3] Univ Bologna, Dipartimento Med Interna Invecchiamento & Malatti, Bologna, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 18期

关键词：

ONE-POT; MANNICH REACTIONS; 8-HYDROXYQUINOLINE; DIAZA-18-CROWN-6; HETEROCYCLES; CHEMOSENSOR; MAGNESIUM; EFFICIENT; OVENS;

D O I：

10.1021/jo101173t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N,N'- Bis-((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ether 1a and its analogue 1c are known as fluorescent sensors of magnesium in living cells. With the aim to investigate the effects of the substitution pattern on the photophysical properties of ligands 1 and their metal complexes, we developed an efficient microwaves enhanced one-pot Mannich reaction to double-armed diaza-crown ligands 1 carrying a variety of substituents. This new protocol is characterized by shorter reaction times, enhanced yields, and improved product purities with respect to the use of conventional conductive heating.

引用

页码：6275 / 6278

页数：4

共 44 条

[1] Synthesis and properties of 5-chloro-8-hydroxyquinoline-substituted azacrown ethers: A new family of highly metal ion-selective lariat ethers [J].