Direct Conversion of 1-(2-Bromobenzoyl) isoquinolines to Dibenzo [de, g] quinolin-7-ones via Reductive Photocyclization

TH Chuang, CF Li, HZ Lee, YC Wen

Index: Chuang, Ta-Hsien; Li, Chien-Fu; Lee, Hong-Zin; Wen, Yu-Chia Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4974 - 4984

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Citation Number: 5

Abstract

A series of A/D-ring substituted dibenzo [de, g] quinolin-7-ones was produced from the corresponding isoquinolinones and (2-bromophenyl) acetonitriles in four steps. This represents a convenient approach toward the synthesis of tetracyclic alkaloids. A direct conversion of 1-(2-bromobenzoyl) isoquinolines to dibenzo [de, g] quinolin-7-ones is the key step in the total synthesis. The yield of the reductive photocyclization depends on the ...