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Combinatorial Chemistry & High Throughput Screening

Editor-in-Chief

ISSN (Print): 1386-2073
ISSN (Online): 1875-5402

Traceless Synthesis of 3-N-Substituted-2-Thioxoquinazoline-4-Ones on a Soluble Polymeric Support

Author(s): Hongdan Peng, Yanling Huang, Jianhong Yang, Zuxing Chen and Guichun Yang

Volume 10, Issue 4, 2007

Page: [257 - 260] Pages: 4

DOI: 10.2174/138620707780636664

Price: $65

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


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