25.A One-Pot Synthesis of Quinoline-based Tetracycles by a Tandem Three-Component Reaction

C. Che, J. Xiang, G. X. Wang, R. Fathi, G. J. M. Quan, Z. Yang*

J. Comb. Chem., 20079, 982.

 

A practical one-pot synthetic strategy for the efficient synthesis of a range of structurally interesting and bioactive quinoline-based tetracycles has been developed. A key step in the synthesis is a tandem three-component reaction of heteroaromatic amine, methyl 2-formylbenzoate and tbutyl isonitrile, followed by TFA-mediated lactamization via intramolecular aminolysis of an adjacent ester. Results related to a kinase-panel screening for several selected compounds are also discussed in this article.