Synthesis 2016; 48(22): 3941-3950
DOI: 10.1055/s-0035-1561481
paper
© Georg Thieme Verlag Stuttgart · New York

Modular Synthesis of Quinazolinone-Fused Phenanthridinones by a Palladium-Catalyzed Cascade C–H/N–H Arylation Process

Yanhan Yu
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Yixia Yue
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Deqiang Wang
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Xue Li
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Chunxia Chen
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Jinsong Peng*
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 02 March 2016

Accepted after revision: 16 May 2016

Publication Date:
07 July 2016 (online)


Abstract

An efficient palladium-catalyzed protocol for the tandem synthesis of quinazolinone-fused phenanthridinones from 2-aryl­quinazolinones and o-dihaloarenes is described. This reaction sequence comprises direct intermolecular C–H arylation of 2-arylquinazolinones followed by an intramolecular aryl amidation reaction, affording 14H-quinazolino[3,2-f]phenanthridin-14-one derivatives in moderate to good yields.

Supporting Information

 
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