Issue 36, 2015

Synthesis of 4-quinolones, benzopyran derivatives and other fused systems based on the domino ANRORC reactions of (ortho-fluoro)-3-benzoylchromones

Abstract

Herein we reported a transition metal free strategy for the synthesis of 4-quinolones, benzopyran derivatives and other fused systems by the domino reaction of 3-benzoyl-chromones, containing a leaving group in the position-2 of the benzoyl moiety, with aliphatic amines, anilines and different binucleophiles. The developed strategy is suitable for a broad range of substrates, namely according to the applied nucleophile the reaction provides different final products with excellent chemoselectivity. The mechanistic studies resulted in the detection and isolation of several intermediates.

Graphical abstract: Synthesis of 4-quinolones, benzopyran derivatives and other fused systems based on the domino ANRORC reactions of (ortho-fluoro)-3-benzoylchromones

Supplementary files

Article information

Article type
Paper
Submitted
16 Feb 2015
Accepted
16 Mar 2015
First published
16 Mar 2015

RSC Adv., 2015,5, 28717-28724

Author version available

Synthesis of 4-quinolones, benzopyran derivatives and other fused systems based on the domino ANRORC reactions of (ortho-fluoro)-3-benzoylchromones

V. O. Iaroshenko, S. Mkrtchyan, A. Gevorgyan, T. Grigoryan, A. Villinger and P. Langer, RSC Adv., 2015, 5, 28717 DOI: 10.1039/C5RA02978C

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