170568-97-5Relevant academic research and scientific papers
Intramolecular Heck reaction: A facile sequential one-pot synthesis of 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines
Bharath Kumar Reddy, Puchakayala,Ravi, Kanakaraju,Mahesh, Kukkamudi,Leelavathi, Panaganti
supporting information, p. 4039 - 4043 (2018/10/09)
A simple and convenient sequential one-pot synthesis of 1,2,3,4-tetrahydrobenzo[b][1,6] naphthyridines has been developed. The reductive amination of 2-chloro-3-formylquinolines with various amines in the presence of sodium borohydride provided the corresponding secondary amines in high yields. Further, a sequential one-pot reaction involving N-allylation and intramolecular Heck type 6-exo-trig cyclization was performed on the secondary amines to afford a range of desired 1,2,3,4-tetrahydrobenzo[b][1,6]-naphthyridine derivatives in good to high yields.
Quinoline-based azetidinone and thiazolidinone analogues as antimicrobial and antituberculosis agents
Mistry, Bhupendra M.,Jauhari, Smita
, p. 647 - 658 (2013/04/10)
New azetidinone and thiazolidinone class of bioactive agents based on quinoline nucleus have been synthesized. 2-Chloroquinoline-3-carbaldehyde reacted with various substituted amine to form the corresponding Schiff base intermediates. We have derived final azetidinone and thiazolidinone analogues from Schiff bases using chloroacetyl chloride and 2-mercaptoacetic acid, respectively. The newly synthesized analogues were then examined for their antimicrobial activity against some bacterial and fungal strains as two gram -ve bacteria (Escherichia coli MTCC 739 and Pseudomonas aeruginosa MTCC 741), two gram +ve bacteria (Staphylococcus aureus MTCC 96 and Bacillus subtilis MTCC 430), two fungal species (Aspergillus niger MTCC 282 and Candida albicans MTCC 183) as well as against Mycobacterium tuberculosis strain H37Rv to develop a novel class of bioactive agents. The results of bioassay showed that some of the newly synthesized azetidinones and thiazolidinones emerged as lead molecules with excellent MIC (mg/mL) values against mentioned microorganisms compared to standard drugs. The structure of the final analogues has been confirmed on the basis of IR, 1H NMR, 13C NMR, and elemental analysis.
Vilsmeier-Haack reagent: A facile synthesis of 2-chloro-3-formylquinolines from N-arylacetamides and transformation into different functionalities
Srivastava, Ambika,Singh
, p. 1868 - 1875 (2007/10/03)
A simple and regioselective synthesis of 2-chloro-3-formylquinolines through Vilsmeier-Haack cyclisation of N-arylacetamides has been reported. The cyclisation is facilitated by N-arylacetamides bearing electron donating groups at m-position. However, yields of quinolines having electron donating groups are good in all cases. Further, the nucleophilic substitution reaction of the quinolines is also investigated. Similarly, the formyl group in the quinolines is subjected to further transformation into cyano (CAN-NH3) and alkoxycarbonyl (NIS-K2CO3/alcohols) groups to afford corresponding 3-cyano and 3-alkoxycarbonylquinolines, respectively.
Synthesis of some new 4-thiazolidinones as biologically potent agents
Datta, Neela J.,Khunt, Ranjan C.,Parikh
, p. 433 - 435 (2007/10/03)
Thiazolidin 3a-o, 4a-o have been synthesised by the cyclodensation of thioglycolic acid / thiolactic acid with N-aryl-2-chloroquinolin-3-yl-azomethine 2a-o which in turn have been prepared by the action of amines on 2-chloroquinolin-3-carboxaldehyde 1. The structure of the compounds 2a-o, 3a-o and 4a-o have been confirmed from elemental analyses, IR, IH NMR and mass spectral data. All the products have been screened for their antimicrobial activity against several microbes.
