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Synthesis and Reactions of some 2-Vinyl-3H-quinazolin-4-ones

✍ Scribed by Anette Witt; Jan Bergman


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
180 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis


A simple, high-yielding synthesis of 2-vinyl-3H-quinazolin-4-one, 2-(1-chlorovinyl)-3H-quinazolin-4-one and 2-(1-bromovinyl)-3H-quinazolin-4-one. The 2-vinylquinazolinones 11a and 14 participate readily in nucleophilic addition reactions. Treatment with both carbon and nitrogen nucleophiles results in a clean conversion into a variety of 2-substituted 3H-quinazolin-4-one derivatives. The 2-(1halovinyl)-3H-quinazolin-4-ones 11b and 11c reacted with carbon nucleophiles to give several derivatives of 2-substituted 3H-quinazolin-4one, such as dihydrofurancarboxylic ethyl ester 23.


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