Premium
Novel hexahydrofuro[3,4‐ b ]‐2(1 H )‐pyridones from 4‐aryl substituted 5‐alkoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones
Author(s) -
Morales Alhmed,
Ochoa Estael,
Suárez Margarita,
Verdecia Yamila,
González Leandro,
Martín Nazario,
Quinteiro Margarita,
Seoane Carlos,
Soto José L.
Publication year - 1996
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570330118
Subject(s) - chemistry , moiety , aryl , ring (chemistry) , quantum chemical , molecule , stereochemistry , planar , carbon 13 nmr , medicinal chemistry , computational chemistry , organic chemistry , alkyl , computer graphics (images) , computer science
The title compounds 6 have been prepared in a one‐step procedure from the corresponding 4‐aryl substituted 5‐alkoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones 4 in good yields. Quantum chemical calculations reveal a non‐planar molecule with a distorted dihydropyridone ring and two favoured conformations. The 13C nmr data and theoretical calculations support a strong push‐pull effect on the olefinic moiety.