ChemInform Abstract: Effect of pH on the Regioselectivity of Pictet‐Spengler Reactions of 3‐Hydroxyphenethylamines with Formaldehyde and Acetaldehyde.

Abstract

230ChemInform Abstract The phenethylamines (I) are coupled with the aldehydes (II), producing the regioisomeric isoquinoline derivatives (III) and (IV). The product ratio depends on the H+-concentration; at pH 7 a maximum of ortho cyclization, yielding (IV), is achieved. (1H-NMR-, MS-data).