Browsing by Author "Rajendran, Satheeshkumar"

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    Friedlӓnder's synthesis of quinolines as a pivotal step in the development of bioactive heterocyclic derivatives in the current era of medicinal chemistry
    (WILEY, 2022) Rajendran, Satheeshkumar; Sivalingam, Kalaiselvi; Karnam Jayarampillai, Rajendra Prasad; Wang, Wen-Long; Salas Sánchez, Cristián Osvaldo
    In the current scenario of medicinal chemistry, quinoline plays a pivotal role in the design of new heterocyclic compounds with several pharmacological properties, so the search for new synthetic methodologies and their application in drug discovery has been widely studied. So far, many procedures have been performed for the preparation of quinoline scaffolds, among which Friedlander quinoline synthesis plays an important role in obtaining these heterocycles. The Friedlander reaction involves condensation between 2-aminobenzaldehydes and keto-compounds. The quinoline nucleus, once obtained through the Friedlander synthesis, has been extensively modified so that these derivatives can exhibit a large number of biological activities such as anticancer, antimalarial, antimicrobial, antifungal, antituberculosis, and antileishmanial properties. In this work, the focus is on the applicability of the Friedlander reaction in the synthesis of various types of bioactive heterocyclic quinoline compounds, which to date has not been reported in the context of medicinal chemistry. The main part of this review selectively focuses on research from 2010 to date and will present highlights of the Friedlander quinoline synthesis procedures and findings to address biological and pharmacological activities.
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    Synthesis of novel benzo naphtho naphthyridines from 2,4-dicloroquinolines
    (2021) Kolandaivel, Prabha; Rajendran, Satheeshkumar; Jayarampillai, Rajendra Prasad Karnam
    A schematic study on the condensation of 2,4-dichloroquinolines (1) with 1-naphthyamine (2) in the presence of CuI as a catalyst to functionalized mono (3) and di (4) substituted naphthylamino quinolines was described. Consequently, these mono- and di-substituted amines on polyphosphoric acid-catalyzed cyclization reaction with p-toluic acid and acetic acid to yield the linear benzo[b]naphtho[2,1-g][1,8]naphthyridines (5) and angular benzo[b]naphtho[2,1-h] naphthyridines (6) in good yields. In addition to descried the similar synthesis of benzo[g]naphtho [2,1-b][1,8]naphthyridines (12) and benzo[h]naphtho[2,1-g][1,8]naphthyridines (13) from 2,4-dichlorobenzo[h]quinoline (8) with various anilines (9) through my intermediates (10 and 11).