Synthesis of isoquinolines by palladium-catalyzed cyclization, followed by a Heck reaction

✍ Scribed by Qinhua Huang; Richard C. Larock

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 131 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00579-8

✦ Synopsis

A variety of 4-(1-alkenyl)-3-arylisoquinolines have been prepared by the Pd(II)-catalyzed cyclization of 2-(1alkynyl)benzaldimines, followed by alkenylation (Heck reaction) in good to excellent yields. The introduction of an ortho-methoxy group on the benzaldimine promotes the Pd-catalyzed cyclization and stabilizes the resulting Pd(II) intermediate improving the yields of the desired isoquinoline products.