Gold(I)-Catalyzed Cyclization of β-Allenylhydrazones: An Efficient Synthesis of Multisubstituted N-Aminopyrroles

被引：68

作者：

Benedetti, Erica ^{[1
,2
]}

Lemiere, Gilles ^{[1
]}

Chapellet, Laure-Lise ^{[1
]}

Penoni, Andrea ^{[2
]}

Palmisano, Giovanni ^{[2
]}

Malacria, Max ^{[1
]}

Goddard, Jean-Philippe ^{[1
]}

Fensterbank, Louis ^{[1
]}

机构：

[1] FR 2769 UPMC Paris 06, Inst Parisien Chim Mol UMR CNRS 7201, F-75005 Paris, France

[2] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 19期

关键词：

INTRAMOLECULAR HYDROAMINATION; CATALYZED CYCLOISOMERIZATION; PRODIGIOSIN ALKALOIDS; RADICAL CYCLIZATION; GOLD; PYRROLE; PLATINUM; ROSEOPHILIN; AGENTS; 1,2-MIGRATION;

D O I：

10.1021/ol101889h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The gold(I)-catalyzed cycloisomerization of beta-allenylhydrazones provides an efficient access to multisubstituted N-aminopyrroles, which are obtained in good to excellent yields. This new intramolecular cyclization method can be applied either to alkyl- or aryl-substituted allenes. The reaction proceeds under mild conditions with short reaction times through a selective intramolecular 1,2-alkyl or -aryl migration extending the general scope of the reaction.

引用

页码：4396 / 4399

页数：4

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