Synthesis of Tetrahydroisoquinocarbazoles via C-2 Alkylation of Indoles with 2-Alkoxycyclopropanoate Esters

被引：24

作者：

Bajtos, Barbora ^{[1
]}

Pagenkopf, Brian L. ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 13期

基金：

加拿大自然科学与工程研究理事会;

关键词：

FRIEDEL-CRAFTS ALKYLATIONS; SAMARIUM(II) IODIDE; ANTIARRHYTHMIC DRUGS; ORGANIC-CHEMISTRY; CYCLIZATION; ARYLATION; RS-2135; AGENT; SMI2; DIIODOSAMARIUM;

D O I：

10.1021/ol900937f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise method for the synthesis of several tetrahydroisoquinocarbazole derivatives is reported, where the core is prepared in six steps from tryptophol in 51% overall yield. The pentacyclic analogs are constructed via a dipolar C-2 alkylation of a 3-substituted Indole with a 2-alkoxycyclopropanoate ester and a SmBr2-HMPA mediated ketyl-alkene ring closure.

引用

页码：2780 / 2783

页数：4

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