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

页码：12768 / 12772

页数：5

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