Copper-catalyzed cyclization of iodo-tryptophans:: A straightforward synthesis of pyrroloindoles

被引：75

作者：

Coste, Alexis ^{[1
]}

Toumi, Mathieu ^{[1
]}

Wright, Karen ^{[1
]}

Razafimahaleo, Vanessa ^{[1
]}

Couty, Francois ^{[1
]}

Marrot, Jerome ^{[1
]}

Evano, Gwilherm ^{[1
]}

机构：

[1] Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 17期

关键词：

D O I：

10.1021/ol8015513

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrroloindoles are a key structural motif found in a wide number of biologically active alkaloids. Intramolecular copper-catalyzed coupling of readily accessible 2-iodo-tryptophan derivatives occurs in excellent yield, affording a wide range of polysubstituted, enantioenriched tetrahydropyrrolo[2,3-b]indoles. Diketopiperazines are also suitable substrates for this cyclization reaction, which affords a straightforward entry to tetra- to hepta-polycyclic systems.

引用

页码：3841 / 3844

页数：4

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