Abstract
The synthesis of 3-N-substituted-2-thioxoquinazoline-4-ones is described with a traceless linker strategy using poly(ethylene glycol) (PEG) as a soluble polymeric support. Staudinger-Aza-Wittig reaction of PEG-supported azide with Ph3P and CS2 gave the corresponding PEG-supported phenyl isothiocyanate. Treatment of the phenyl isothiocyanate with different primary amines led, via intramolecular cyclization and simultaneous cleavage from PEG, to 2-thioxoquinazoline- 4-ones with of moderate to excellent yields.
Keywords: Poly (ethylene glycol), support, liquid phase synthesis, 2-thioxoquinazoline-4-ones, Aza-Wittig reaction
Combinatorial Chemistry & High Throughput Screening
Title: Traceless Synthesis of 3-N-Substituted-2-Thioxoquinazoline-4-Ones on a Soluble Polymeric Support
Volume: 10 Issue: 4
Author(s): Hongdan Peng, Yanling Huang, Jianhong Yang, Zuxing Chen and Guichun Yang
Affiliation:
Keywords: Poly (ethylene glycol), support, liquid phase synthesis, 2-thioxoquinazoline-4-ones, Aza-Wittig reaction
Abstract: The synthesis of 3-N-substituted-2-thioxoquinazoline-4-ones is described with a traceless linker strategy using poly(ethylene glycol) (PEG) as a soluble polymeric support. Staudinger-Aza-Wittig reaction of PEG-supported azide with Ph3P and CS2 gave the corresponding PEG-supported phenyl isothiocyanate. Treatment of the phenyl isothiocyanate with different primary amines led, via intramolecular cyclization and simultaneous cleavage from PEG, to 2-thioxoquinazoline- 4-ones with of moderate to excellent yields.
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Cite this article as:
Peng Hongdan, Huang Yanling, Yang Jianhong, Chen Zuxing and Yang Guichun, Traceless Synthesis of 3-N-Substituted-2-Thioxoquinazoline-4-Ones on a Soluble Polymeric Support, Combinatorial Chemistry & High Throughput Screening 2007; 10 (4) . https://dx.doi.org/10.2174/138620707780636664
DOI https://dx.doi.org/10.2174/138620707780636664 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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