Synthesis of Two Unnatural Oxygenated Aaptaminoids

被引:9
|
作者
Abbiati, Giorgio [1 ]
Doda, Arjana [1 ]
Dell'Acqua, Monica [1 ]
Pirovano, Valentina [1 ]
Facoetti, Diego [1 ]
Rizzato, Silvia [2 ]
Rossi, Elisabetta [1 ]
机构
[1] Univ Milan, Dipartimento Sci Farmaceut, Sez Chim Gen & Organ A Marchesini, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim, I-20133 Milan, Italy
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 22期
关键词
MODIFIED CURTIUS REACTION; ALPHA-BLOCKING ACTIVITY; CONVENIENT REAGENT; MARINE ALKALOIDS; DERIVATIVES; CYCLIZATION; ANALOGS; 4(1H)-QUINOLONES; ISOQUINOLINES; ISOAAPTAMINE;
D O I
10.1021/jo3020598
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two unprecedented oxygenated aaptaminoids have been synthesized starting from cheap and easily available 2,3-dihydroxybenzoic acid with the satisfactory overall yields of 31% and 34%. The key step of the procedure is the divergent thermic 5-exodig vs base-promoted 6-endodig cyclization of a 5-alkynylquinolinone derivative.
引用
收藏
页码:10461 / 10467
页数:7
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