Rapid access to 3-(aminomethyl) isoquinoline-fused polycyclic compounds by copper-catalyzed four-component coupling, cascade cyclization, and oxidation

Y Ohta, Y Kubota, T Watabe, H Chiba…

Index: Ohta, Yusuke; Kubota, Yushi; Watabe, Tsuyoshi; Chiba, Hiroaki; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 6299 - 6302

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Citation Number: 52

Abstract

A novel copper-catalyzed synthesis of 3-(aminomethyl) isoquinoline-fused polycyclic compounds, through four-component coupling, cyclization, and oxidation, has been developed. A Mannich-type reaction of 2-ethynylbenzaldehyde with paraformaldehyde and a secondary amine followed by treatment with a diamine component gave tricyclic isoquinolines through cascade cyclization and oxidation. Construction of fused ...