Abstract
Heterocycles have been modified in various ways in the search for new functions, but few examples are known of crown ethers incorporating heterocycles in macro-ring systems. Here we report a simple and versatile synthesis of crown ether-bearing heterocycles. An acylurea moiety in the heterocycles is efficiently transformed to 'crown ether' of various ring sizes. The products included a Ca2+-selective fluoroionophore. Our simple methodology is expected to provide many novel functional heterocyclic compounds, including fluoroionophores and candidate pharmaceuticals.
Original language | English |
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Pages (from-to) | 7108-7115 |
Number of pages | 8 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 15 |
Issue number | 22 |
DOIs | |
Publication status | Published - 2007 Nov 15 |
Externally published | Yes |
Keywords
- Acylurea
- Calcium
- Cesium effect
- Coordination
- Crown ether
- Crystal structure
- Fluorescence
- Fluoroionophore
- Heterocycle
- Lumazine
- Lumichrome
- Magnesium
- Metal sensor
- One-step synthesis
- Phenobarbital
- Phenytoin
- Selectivity
- Uracil
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry