Application of a biogenetic-type scheme for resorcinol amino derivative synthesis
1973; Elsevier BV; Volume: 29; Issue: 8 Linguagem: Inglês
10.1016/0040-4020(73)80065-1
ISSN1464-5416
AutoresA. A. Akhrem, A. M. Moiseenkov, F. A. LACHWICZ,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoSecondary amines react with methyl dehydroacetate (7) and with the γ-amino-α-pyrones (8) to give symm-tolylenediamines (14)-nitrogeneous derivatives of orcinol (15). Diazaresorcinols (25 and 28) have also been prepared by the same route. The reactions studied resemble those postulated in the biosynthesis of a number of natural phenolic compounds and reveal the interesting possibility of biogenetic-type synthesis of some modified acetogenins.
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