Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds
2006; Elsevier BV; Volume: 62; Issue: 10 Linguagem: Inglês
10.1016/j.tet.2005.11.071
ISSN1464-5416
AutoresNeil Henry, Isabel Sánchez, Andréa Sabatié, Valérie Bénéteau, Gérald Guillaumet, M. Dolors Pujol,
Tópico(s)Synthesis and biological activity
ResumoThe title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with α-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation.
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