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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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