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(N)2'-S(N)Ar elimination strategy. Thus, synthesized quinolines were evaluated for antimicrobial activity and found having substantial antibacterial and antifungal activity.
Narender
P
P
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Tarnaka, Hyderabad.
Srinivas
U
U
Ravinder
M
M
Rao
B Ananda
BA
Ramesh
Ch
Ch
Harakishore
K
K
Gangadasu
B
B
Murthy
U S N
US
Rao
V Jayathirtha
VJ
D000085:Acetates / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000085:Acetates; D000447:Aldehydes; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D011804:Quinolines; C014785:3-pyridinaldehyde