One-Pot Synthesis of 3-Substituted Isoquinolin-1-(2H)-ones and Fused Isoquinolin-1-(2H)-ones by SRN1 Reactions in DMSO

JAVIER F. GUASTAVINO; SILVIA M. BAROLO; ROBERTO A. ROSSI*

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Año: 2006 p. 3898 - 3902

1434-193X

3-Substituted isoquinolin-1-(2H)-ones and fused isoquinolin-1-(2H)-ones have been obtained by the photostimulated SRN1 reactions of 2-iodobenzamide with the enolates of aromatic (acetophenone, 1-(benzo[d][1,3]dioxol-5-yl)ethanone, 1- and 2-naphthyl methyl ketones, and 2-, 3-, and 4-acetyl-pyridine), aliphatic (1-adamantyl methyl ketone), and cyclic ketones (1- and 2-indanone, alpha- and beta-tetralone, and 1-benzosuberone) in DMSO.