New method for the synthesis of indenes

被引：0
作者：
V. G. Nenajdenko
D. I. Denisenko
E. S. Balenkova
机构：
[1] M. V. Lomonosov Moscow State University,Department of Chemistry
来源：
Russian Chemical Bulletin | 2002年 / 51卷
关键词：
indene; transmetallation; 1-phenylsulfonyl-1-(trimethylsilyl)ethylene; aldehydes; Grignard reagents;
D O I：
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学科分类号：
摘要：
A new two-step method was developed for the synthesis of 2-sulfonyl-substituted indenes from aromatic aldehydes. The reactions of 1-phenylsulfonyl-1-(trimethylsilyl)ethylene with ortho-lithiated derivatives of aromatic and heteroaromatic aldehydes afford conjugate addition products whose subsequent cyclization gives substituted 2-sulfonylindenes in preparative yields. The reactions of 2-(phenylsulfonyl)indenes with Grignard reagents were studied. It was shown that the sulfonyl group can be replaced in the presence of iron(iii) acetylacetonate.
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页码：2090 / 2096
页数：6
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