A Versatile Synthesis of Annulated Carbazole Analogs Involving a Domino Reaction of Bromomethylindoles with Arenes/Heteroarenes

被引：57

作者：

Dhayalan, Vasudevan ^{[1
]}

Clement, J. Arul ^{[1
]}

Jagan, Radhakrishnan ^{[1
]}

Mohanakrishnan, Arasambattu K. ^{[1
]}

机构：

[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 04期

关键词：

Alkaloids; Sigmatropic rearrangement; Cyclization; Annulation; Arenes; DIELS-ALDER REACTIONS; ONE-POT SYNTHESIS; POTENTIAL ANTICANCER AGENTS; CROSS-COUPLING REACTIONS; ARYLBORONIC ACIDS; 1,3-DIPOLAR CYCLOADDITION; LADDER OLIGO(P-ANILINE)S; HETEROAROMATIC PYRROLES; ARYLMAGNESIUM REAGENTS; BIOLOGICAL EVALUATION;

D O I：

10.1002/ejoc.200801018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A ZnBr2-mediated arylation of aryl/heteroaryl methyl bromides with arenes at 80 degrees C led to the formation of arylated products, which underwent subsequent. 1,5-sigmatropic rearrangement followed by electrocyclization and aromatization with loss of a diethylmalonate unit to afford the corresponding annulated products. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：531 / 546

页数：16

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