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

被引:154
作者
Narender, P.
Srinivas, U.
Ravinder, M.
Rao, B. Ananda
Ramesh, Ch.
Harakishore, K.
Gangadasu, B.
Murthy, U. S. N.
Rao, V. Jayathirtha
机构
[1] Indian Inst Chem Technol, Div Biol, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Div Organ Chem 2, Hyderabad 500007, Andhra Pradesh, India
关键词
substituted; 2-chloronicotinaldehydes; Baylis-Hillman adducts; S(N)2 '-SNAr elimination reaction; multisubstituted quinolines; antimicrobial evaluation;
D O I
10.1016/j.bmc.2006.02.020
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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'-SNAr elimination strategy. Thus, synthesized quinolines were evaluated for antimicrobial activity and found having substantial antibacterial and antifungal activity. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4600 / 4609
页数:10
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