A facile route to indolo[2,1-a]isoquinolines and dibenzopyrrocoline alkaloids

被引:42
作者
Orito, K [1 ]
Harada, R [1 ]
Uchiito, S [1 ]
Tokuda, M [1 ]
机构
[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Organ Synth Lab, Sapporo, Hokkaido 0608628, Japan
关键词
D O I
10.1021/ol005802d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 1-(2'-bromobenzyl)-3,4-dihydroisoquinolines 2 in the presence of K2CO3 in boiling DMF efficiently provided a variety of alkoxy-substituted indolo[2,1-a]isoquinolines 3. Application of this cyclization to 7-benzyloxyisoquinoline derivatives, followed by further elaboration of the resultant 2-benzyloxy-5,6-dihydroindolo[2,1-a]isoquinolines 16a,b, led to the formal synthesis of dibenzopyrrocoline alkaloids, (+/-)-cryptaustoline (1a) and (+/-)-cryptowoline (1b).
引用
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页码:1799 / 1801
页数:3
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