One-Pot Synthesis of Diazine-Bridged Bisindoles and Concise Synthesis of the Marine Alkaloid Hyrtinadine A

被引:37
作者
Tasch, Boris O. A. [1 ]
Merkul, Eugen [1 ]
Mueller, Thomas J. J. [1 ]
机构
[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, D-40225 Dusseldorf, Germany
关键词
Alkaloids; Arylation; Boron; C-C coupling; Multicomponent reactions; Palladium; PALLADIUM-CATALYZED BORYLATION; CROSS-COUPLING REACTIONS; 3-COMPONENT SYNTHESIS; INDOLE ALKALOIDS; ARYL HALIDES; ACID; BIS; DIALKOXYBORANE; HYDROCHLORIDE; 3-HALOFURANS;
D O I
10.1002/ejoc.201100680
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diazine-bridged bisindoles are readily obtained from N-Boc-protected 3-iodoindoles and 3-iodo-7-azaindole in a pseudo three-component reaction involving a one-pot Masuda borylation-Suzuki arylation sequence. Some of the title compounds display promising cytotoxic properties. The versatility of this methodology is illustrated by a very concise total synthesis of the marine alkaloid hyrtinadine A.
引用
收藏
页码:4532 / 4535
页数:4
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