Reactions of 1,4‐dihydro‐3‐(2H)benzoisoquinolinones with aldehydes in the presence of a strong base. Condensation and aromatization as competing reactions
作者:
L. Hazai,
Gy. Deák,
G. Tóth,
J. Volford,
J. Tamás,
期刊:
Journal of Heterocyclic Chemistry
(WILEY Available online 1982)
卷期:
Volume 19,
issue 1
页码: 49-53
ISSN:0022-152X
年代: 1982
DOI:10.1002/jhet.5570190107
出版商: Wiley‐Blackwell
数据来源: WILEY
摘要:
AbstractIn reactions of 1‐phenyl‐1,4‐dihydro‐3‐(2H)benzoisoquinolinones with benzaldehyde in the presence of a strong base, the final result can be ring substitution with aromatization or only aromatization of the starting isoquinolinone, depending on the position of the ring junction ([f] or [h]), in the 5‐methyl derivative the latter process becomes predominating. In the system sodium hydride‐dimethylformamide, containing no aromatic aldehyde, methylation at site 4 occurs. Using compounds labelled with deuterium, it has been established that the 4‐benzyl or 4‐methyl derivatives with aromatic structures are formed through hydri
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