Tetrahedron

New vistas in quinoline synthesis

S Atechian, N Nock, RD Norcross, H Ratni, AW Thomas…

Index: Atechian, Sarkis; Nock, Nadine; Norcross, Roger D.; Ratni, Hassen; Thomas, Andrew W.; Verron, Julien; Masciadri, Raffaello Tetrahedron, 2007 , vol. 63, # 13 p. 2811 - 2823

Full Text: HTML

Citation Number: 80

Abstract

The gold-catalyzed Friedlander reaction was applied to the condensation of 2- aminoarylketones with β-keto-esters, β-diketones, β-keto-amides, and β-keto-sulfones to afford a diverse range of 2, 3, 4-trisubstituted quinolines in 3–82% yield. The seven- membered rings 1, 3-cycloheptadione and azepane-2, 4-dione reacted smoothly in 75% yield. An alternative procedure for the synthesis of 3-(methanesulfonyl) quinolines was ...