Convenient and efficient method for the synthesis of substituted quinolines via one-pot heteroannulation reaction of o-amino arylketones with α-methylene ketones under solvent-free conditions

ABSTRACT

A facile and practical approach to the synthesis of a wide range of functionalized quinolines was developed via a tandem heteroannulation reaction of o-aminoarylketones with diverse α-methylene ketones in high yields by using tetrabutylammonium peroxydisulfate as a versatile reagent (25 mol%) at ambient temperature under solvent-free conditions. This protocol was applied to the synthesis of drug-like molecules, which are key intermediates of alkaloid camptothecin.

GRAPHICAL ABSTRACT

KEYWORDS:

• Friedländer annulation
• α-Methylene ketones
• o-aminoaryl ketones
• solvent-free conditions
• substituted quinolines
• tetrabutylammonium peroxydisulfate

Acknowledgments

One of the authors (G. V.) thanks the commissioner, Collegiate Education, government of Telangana for support and encouragement. We are also indebted to Prof. D. Ashok for valuable suggestions.