Lewis Acid-Catalyzed Synthesis of Functionalized Pyrroles

被引：21

作者：

Attanasi, Orazio A. ^{[1
]}

Berretta, Stefano ^{[1
]}

De Crescentini, Lucia ^{[1
]}

Favi, Gianfranco ^{[1
]}

Giorgi, Gianluca ^{[2
]}

Mantellini, Fabio ^{[1
]}

机构：

[1] Univ Urbino Carlo Bo, Ist Chim Organ, I-61029 Urbino, PU, Italy

[2] Univ Siena, Dipartimento Chim, I-53100 Siena, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 05期

关键词：

alkynes; 1,2-diaza-1,3-butadienes; hydroamination; Lewis acids; Michael addition; pyrroles; CONJUGATE ADDITION/CYCLIZATION REACTIONS; 1,3-BIS(SILYL ENOL ETHERS); ONE-POT SYNTHESIS; DIMETHYL ACETYLENEDICARBOXYLATE; HETEROCYCLE SYNTHESIS; DANISHEFSKYS DIENES; DERIVATIVES; 1,2-DIAZA-1,3-BUTADIENES; 1-AMINOPYRROLES; INHIBITORS;

D O I：

10.1002/adsc.200800807

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The synthesis of highly functionalized pyrroles is described. The sequence involves the preliminary preparation of alpha-aminohydrazones by Michael addition of primary amines to 1,2-diaza-1,3-butadienes. The treatment of these compounds with dialkyl acetylenedicarboxylates produces alpha-(N-enamino)-hydrazones that were converted into the corresponding pyrroles by Lewis acid-catalyzed ring closure. A screening of several Lewis/Bronsted acid catalysts was also performed.

引用

页码：715 / 719

页数：5

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