Pharmaceutical Sciences and Natural Products - Research Publications

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Subject: search.filters.subject.Heterocyclic compounds

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    Naturally available nitrogen-containing fused heterocyclics as prospective lead molecules in medicinal chemistry
    (Bentham Science Publishers, 2020-02-17T00:00:00) Bhardwaj, Nivedita; Pathania, Akashdeep; Kumar, Pradeep
    Heterocyclic compounds constitute one of the largest and most versatile families of organic compounds. There are many heterocyclic compounds that are being isolated from natural sources and day by day the number is increasing rapidly due to their enormous utili-ty. Nitrogen containing heterocyclic compounds have a prominent role in medicinal chemis-try, biochemistry and other streams of science. In this review, we have covered most of the biologically active nitrogen containing heterocyclic compounds obtained from the natural sources including indole, carbazole, quinoline, isoquinoline and benzothiazole ring system. These isolated nitrogen containing heterocyclic compounds render wide spectrum of biological activities including antifungal, anti-inflammatory, antibacterial, antioxidants, anticonvul-sant, anti-allergic, herbicidal and anticancer activities. � 2021 Bentham Science Publishers.
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    Unanticipated Cleavage of 2-Nitrophenyl-Substituted N-Formyl Pyrazolines under Bechamp Conditions: Unveiling the Synthesis of 2-Aryl Quinolines and Their Mechanistic Exploration via DFT Studies.
    (ACS Publications, 2018) Joshi, G; Wani, A.A.; Sharma, S; Bhutani, P; Bharatam, P.V.; Paul, A.T.; Kumar, R.
    We herein report for the first time an unusual decomposition of 2-nitrophenyl-substituted N-formyl pyrazolines under Bechamp reduction condition employed to yield 2-aryl quinolines exclusively instead of pyrazolo[1,5-c]quinazolines. The reaction investigation suggests acid-mediated cleavage of 1 followed by a retro-Michael addition, and a subsequent in situ intramolecular reductive cyclization through a modified Friedlander mechanism afforded 2-aryl quinolines (2) in good yields. The proposed mechanistic pathways were supported via experimental evidence and density functional theory studies. B3LYP/6-31+G(d) analysis indicated the involvement of trans-2-hydroxyaminochalcone as a key intermediate and its isomerization and cyclization, leading to unusual product formation.