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Efficient Preparation of 4-Hydroxyquinolin-2(1H)-one Derivatives with Silver-Catalyzed Carbon Dioxide Incorporation and Intramolecular Rearrangement

Tomonobu Ishida, Satoshi Kikuchi and Tohru Yamada*

*Department of Chemistry, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, 223-8522, Japan, Email: yamadachem.keio.ac.jp

T. Ishida, S. Kikuchi, T. Yamada, Org. Lett., 2013, 15, 3710-3713.

DOI: 10.1021/ol401571r (free Supporting Information)


Abstract

4-hydroxyquinolin-2(1H)-one derivatives have attracted much attention due to their biological benefits, but up to now harsh reactions conditions must be employed to provide these key compounds. Various o-alkynylanilines can be converted under mild reaction conditions to 4-hydroxyquinolin-2(1H)-one derivatives in high yield in the presence of a catalytic amount of a silver salt, carbon dioxide and a base.


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Key Words

2-Quinolones


ID: J54-Y2013