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Traceless synthesis of quinazoline-2,4-diones by curtius rearrangement reaction using poly(ethylene glycol) as soluble polymeric support

✍ Scribed by Yanling Huang; Cuifen Lu; Zuxing Chen; Guichun Yang


Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
272 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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We have developed an efficient method to synthesize various quinazoline‐2,4‐diones using poly‐(ethylene glycol) as soluble polymeric support. The procedure of this reaction included: formation of acyl azide, efficient Curtius rearrangement, nucleophlic addition with amines to produce ureas, cyclization and concurrent cleavage of the resulted six‐membered heterocycle from PEG‐support in excellent yields. This method is mild and manipulation is easy.