Studies on the nucleophilic addition to 3,5-disubstituted pyridinium salts
1992; Elsevier BV; Volume: 48; Issue: 31 Linguagem: Inglês
10.1016/s0040-4020(01)88234-x
ISSN1464-5416
AutoresRodolfo Lavilla, Teresa Gotsens, Sonia Martín Rodríguez, Joan Bosch,
Tópico(s)Synthesis and Reactivity of Heterocycles
ResumoThe reactivity of pyridinium salts 2 towards nucleophiles has been studied. The interaction with enolates derived from esters 1 gave only trace amounts of the expected compounds 3. Irreversible-type additions, however, allowed the preparation of indolyldihydropyridines 8 and 9 with high yields. Reaction of organometallic 10 with salt 2c, followed by acidic cyclization, afforded tetracycle 12.
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