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  • Diversity-oriented synthesis of quinolines via Friedländer annulation reaction under mild catalytic conditions.

Diversity-oriented synthesis of quinolines via Friedländer annulation reaction under mild catalytic conditions.

Journal of combinatorial chemistry (2009-12-17)
D Subhas Bose, Mohd Idrees, N M Jakka, J Venkateswara Rao
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ammonium cerium(IV) nitrate, JIS special grade, ≥95.0%
Sigma-Aldrich
Ammonium cerium(IV) nitrate, ≥99.99% trace metals basis
Sigma-Aldrich
Ammonium cerium(IV) nitrate, ≥98% (titration)
Sigma-Aldrich
Ammonium cerium(IV) nitrate, ACS reagent, ≥98.5%
Sigma-Aldrich
Ammonium cerium(IV) nitrate, puriss. p.a., ACS reagent, ≥98.5% (RT)