Synthesis of Novel Isoquinolino[5,4-ab]phenanthridine Derivatives via Pictet–Spengler Reaction

Author:

Shih Tzenge-Lien1,Tsai Min-Chen,Huang Pei,Syu Liang

Affiliation:

1. Department of Chemistry, Tamkang University

Abstract

The reaction of 5-amino-2-[2-(dimethylamino)ethyl]-6-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione with a series of aldehydes in acidic media (phosphoric acid, trifluoromethanesulfonic acid, and trifluoroacetic acid) is described. This key step is based on the Pictet–Spengler reaction to synthesize ten novel isoquinolino[5,4-ab]phenanthridine derivatives. The most effective acid is phosphoric acid and optimized yields were obtained. The frameworks of target compounds are unique and have never been reported.

Funder

Ministry of Science and Technology

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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