Synthesis of 4-(1-alkenyl) isoquinolines by palladium (II)-catalyzed cyclization/olefination

Q Huang, RC Larock

Index: Huang, Qinhua; Larock, Richard C. Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 980 - 988

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Citation Number: 140

Abstract

A variety of 4-(1-alkenyl)-3-arylisoquinolines have been prepared in moderate to excellent yields by the Pd (II)-catalyzed cyclization of 2-(1-alkynyl) arylaldimines in the presence of various alkenes. The introduction of an o-methoxy group on the arylaldimine promotes the Pd-catalyzed cyclization and stabilizes the resulting Pd (II) intermediate, improving the yields of the isoquinoline products. Ketone-containing isoquinolines 36 and 49-51 have also ...