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Reactions of 6-aminopyrimidin-4(3H)-ones with electron-deficient alkenyl derivatives. Easy preparation of heterocyclic analogues of Sangivamicine

✍ Scribed by Justo Cobo; Adolfo Sánchez; Manuel Nogueras

Book ID
104208568
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
568 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

The electron-deficient maleic derivatives, maleic anhydride and maleimide, act against 6aminopyrimidines almost exclusively as activated alkenyl derivatives, affording Michael adducts which in the case of less reactive maleimide are stable and can be isolated, and in the case of maleic anhydride those adducts evolve to pyrrolo [2,3-d]pyrimidines. Dienophilic character of maleimide towards 6-aminopyrimidin-4(3H)-one could also be observed in one case, where a pyrroio[3,4-c]pyridine derivative was isolated.

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