Diversity-oriented synthesis of quinolines via Friedländer annulation reaction under mild catalytic conditions.
An efficient and practical method has been manifested for the diversity-oriented synthesis of quinolines via Friedländer annulation reaction for the generation of a wide range of structurally interesting and pharmacologically significant compounds by using ceric ammonium nitrate as a catalyst (10 mol %) at ambient temperature in 45 min. A variety of functional groups are introduced at various positions of the quinoline moiety, and further the diversity of the core skeleton was expanded at R(1) and R(2) positions by the synthesis of various hybrids. Initial screening of the compounds for cytotoxicity against a series of cancer cell lines showed promising results.
Bose
D Subhas
DS
Organic Chemistry Division-III, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India. dsb@iict.res.in
Idrees
Mohd
M
Jakka
N M
NM
Rao
J Venkateswara
JV
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002166:Camptothecin / Q000494:pharmacology; D002384:Catalysis; D045744:Cell Line, Tumor; D002563:Cerium / Q000737:chemistry; D005047:Etoposide / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis*; D013997:Time Factors
D000970:Antineoplastic Agents; D011804:Quinolines; D002563:Cerium; D005047:Etoposide; C004653:ceric ammonium nitrate; D002166:Camptothecin