Tetrahedron

A simple direct approach to 1-substituted 3-arylisoquinolines from deoxybenzoins and nitriles

A Garcia, E Lete, MJ Villa, E Dominguez, MD Badia

Index: Garcia, Alberto; Lete, Esther; Villa, M. Jesus; Dominguez, Esther; Badia, M. Dolores Tetrahedron, 1988 , vol. 44, # 21 p. 6681 - 6686

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Citation Number: 31

Abstract

A new one-pot synthesis of 3-arylisoquinolines was accomplished by reaction of deoxybenzoins with an excess of nitriles and phosphorus pentoxide at room temperature. The usefulness of this synthesis was demonstrated by the facile preparation of 1-alkyl, 1- alkenyl, and 1-aryl substituted 3-aryl-isoquinolines 3 and 4 on a preparative scale. The effect of nitrile type and deoxybenzoin substitution pattern on the feasibility of ring construction ...