Synthesis of multisubstituted quinolines from Baylis–Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity

Baylis–Hillman acetates were synthesized from substituted 2-chloronicotinaldehydes and were conveniently transformed into multisubstituted quinolines and cyclopenta[ g]quinolines on reaction with nitroethane or ethyl cyanoacetate via a successive S N2′–S NAr elimination strategy. Thus, synthesized q...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2006-07, Vol.14 (13), p.4600-4609
Hauptverfasser: Narender, P., Srinivas, U., Ravinder, M., Ananda Rao, B., Ramesh, Ch, Harakishore, K., Gangadasu, B., Murthy, U.S.N., Jayathirtha Rao, V.
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Sprache:eng
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Zusammenfassung:Baylis–Hillman acetates were synthesized from substituted 2-chloronicotinaldehydes and were conveniently transformed into multisubstituted quinolines and cyclopenta[ g]quinolines on reaction with nitroethane or ethyl cyanoacetate via a successive S N2′–S NAr elimination strategy. Thus, synthesized quinolines were evaluated for antimicrobial activity and found having substantial antibacterial and antifungal activity.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2006.02.020