Rhodium(III)-Catalyzed Intramolecular Redox-Neutral Annulation of Tethered Alkynes: Formal Total Synthesis of (±)-Goniomitine

被引：71
|
作者：
Zhou, Bing [1 ]
Du, Juanjuan [1 ]
Yang, Yaxi [1 ]
Li, Yuanchao [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Dept Med Chem, Shanghai 201203, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 40期
基金：
中国国家自然科学基金;
关键词：
C-H activation; goniomitine; indoles; redox-neutral; total synthesis; C-H ACTIVATION; SIMPLE INDOLE ALKALOIDS; N BOND FORMATION; O-METHYL OXIMES; REGIOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; ARYL; AMIDATION; FUNCTIONALIZATION; ALKENES;
D O I：
10.1002/chem.201403973
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A Rh-III-catalyzed intramolecular redox-neutral atom-economic annulation of a tethered alkyne has been developed to efficiently construct 2-amidealkyl indoles with completely reversed regioselectivity by a C-H activation pathway. Furthermore, using the Rh-III-catalyzed C-H activation/annulation as a key step, a one-pot synthesis of pyrido[1,2-a] indoles has also been developed and applied to a highly efficient formal total synthesis of (+/-)-goniomitine.
引用
收藏
页码：12768 / 12772
页数：5
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