A general method for the catalytic nazarov cyclization of heteroaromatic compounds

被引：128

作者：

Malona, John A. ^{[1
]}

Colbourne, Jessica M. ^{[1
]}

Frontier, Alison J. ^{[1
]}

机构：

[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 24期

关键词：

D O I：

10.1021/ol062403v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general, catalytic method for efficient Nazarov cyclization of systems containing heteroaromatic components has been developed. Scandium triflate was identified as the most reactive promoter, and it was found that addition of lithium perchlorate was necessary for synthetically useful catalytic cyclizations. The method was used to synthesize a range of cyclopentanone-fused heteroaromatic systems in 36-97% yield, and the reactivity trends observed demonstrate the impact of polarization on cyclization efficiency.

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页码：5661 / 5664

页数：4

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