Login

Journal Image
Letters in Organic Chemistry
ISSN (Print): 1570-1786
ISSN (Online): 1875-6255
VOLUME: 11
ISSUE: 8
DOI: 10.2174/1570178611999140404113821      Price:  $58









L-Proline Catalyzed Synthesis of Novel 5-{[2-(2-phenylpiperazin-1-yl)quinolin] methylene}-2,4-dione Derivatives

img
Author(s): S.S. Praveen Kumar Darsi, K. Shiva Kumar, B. Rama Devi, A. Naidu and P.K. Dubey
Pages 551-555 (5)
Abstract:
L-proline is found to be an efficient catalyst for the Knoevenagel condensation of 2-chloroquinoline-3- carboxaldehyde 1a-c with an active methylene compound i.e., 2,4-thazolidinedione 2 in IPA affording novel substituted olefins 3a-c. The latter products reacted with N-substituted-3-phenylpiperazine 4a-c in the presence of KF in DMF to afford the corresponding 5-{[2-(2-phenylpiperazin-1-yl)quinolin]methylene}-2,4-dione derivatives 6a-i. Alternatively, 6ai were also synthesized from another reaction sequence 1 → 5 → 6. The structures of the synthesized compounds have been established on the basis of spectral and analytical data.
Graphical Abstract:
Keywords:
2-chloroquinoline-3-carboxaldehyde, 2, 4-thazolidinedione, L-proline, Knoevenagel condensation, N-substituted-3- phenylpiperazine.
Affiliation:
Department of Chemistry, Jawaharlal Nehru Technological University Hyderabad College of Engineering, Kukatpally, Hyderabad (A.P), India-500 085.