Bioorganic & Medicinal Chemistry 2006-07-01

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

P Narender, U Srinivas, M Ravinder, B Ananda Rao, Ch Ramesh, K Harakishore, B Gangadasu, U S N Murthy, V Jayathirtha Rao

Index: Bioorg. Med. Chem. 14(13) , 4600-9, (2006)

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Abstract

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(N)2'-S(N)Ar elimination strategy. Thus, synthesized quinolines were evaluated for antimicrobial activity and found having substantial antibacterial and antifungal activity.