Expeditious Synthesis of the Topoisomerase I Inhibitors Isoindolo-[2,1-b]isoquinolin-7(5H)-one and the Alkaloid Rosettacin Based on Aryl Radical Cyclization of Enamide Generated by Using N-Acyl-iminium Chemistry

被引：24
作者：
El Blidi, Lahssen [1 ,2 ]
Namoune, Aurelie [1 ]
Bridoux, Alexandre [1 ]
Nimbarte, Vijaykumar D. [1 ]
Lawson, Ata Martin [1 ]
Comesse, Sebastien [1 ]
Daich, Adam [1 ]
机构：
[1] Univ Havre, Chim Lab, EA 3221, UFR Sci & Tech,URCOM,CNRS FR INC3M 3038, F-76063 Le Havre, France
[2] King Saud Univ, Coll Engn, Dept Chem Engn, Riyadh 11421, Saudi Arabia
来源：
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 22期
关键词：
N-acyliminium; aromathecins; rosettacin; aryl radical cyclization; enamide; topoisomerase I (Topo1); 6-MEMBERED HETEROCYCLIC RINGS; BIOLOGICAL EVALUATION; SELECTIVE INHIBITORS; CONCISE SYNTHESIS; MAPPICINE KETONE; 22-HYDROXYACUMINATINE; ACID; 14-AZACAMPTOTHECIN; PROTOBERBERINE; ISOCOUMARIN;
D O I：
10.1055/s-0034-1378811
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A short and effective approach to the synthesis of the topoisomerase I inhibitor isoindolo[2,1-b] isoquinolin-7(5H)-one and the alkaloid rosettacin belonging to the aromathecin family is presented. The key step of this sequence, which resulted in the formation of a five-membered ring, was the aryl radical cyclization of enamides generated using N-acyliminium chemistry.
引用
收藏
页码：3583 / 3592
页数：10
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