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KMID : 0370220040480030202
Yakhak Hoeji
2004 Volume.48 No. 3 p.202 ~ p.206
Synthesis of Asymmetric Dimer of Quinolone Derivatives Using p-TSA
Myung-Sook Park
Abstract
New asymmetric dimers, N,N¡¯-dialkyl-4¡¯-hydroxy-4-oxo-2,2¡¯,3,3¡¯-tetrahydro-2,2¡¯- diphenyl-4,4¡¯-quinolones 3a-f were synthesized through the dehydration and dealcoholation of N-alkylanilines and ethyl benzoylacetate. Dimers 3a-f were identified by NMR, IR and GC-MS. A series of dimer 3a-f has been synthesized using acid-catalyzed one-pot reaction that involved the condensation, cyclization and dimerization. Similarly, the 6,6¡¯-methoxy (or 7,7¡¯-methoxy) substituted dimers were prepared from N-alkyl-meta-(or para)-anisidines. Formation of dimers was undertaken with p-toluenesulfonic acid (p-TSA) at 90~110¡É in toluene for 2~6 hours over the Dean-Stark apparatus.
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