Regioselective Mg-promoted C-acylation of stilbene and acenaphthylene derivatives

被引：0

作者：

Nishiguchi, I ^{[1
]}

Yamamoto, Y ^{[1
]}

Sakai, M ^{[1
]}

Ohno, T ^{[1
]}

Ishino, Y ^{[1
]}

Maekawa, H ^{[1
]}

机构：

[1] Nagaoka Univ Technol, Dept Chem, Niigata 9402188, Japan

来源：

SYNLETT | 2002年 / 05期

关键词：

acylation; electron transfer; magnesium; cross-coupling; regioselectivity;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of stilbene and acenaphthylene derivatives with Mg turnings in the presence of aliphatic acid anhydrides and trimethylsilyl chloride (TMSC1) in N,N-dimethylformamide (DMF) brought about a facile and efficient cross-coupling to give C-acylation products in moderate to good yields. The reaction may be initiated by electron transfer from magnesium to the carbon-carbon double bonds of the substrates to generate the corresponding anionic species which are subsequently subjected to regioselective electrophilic acylation with acid anhydrides.

引用

页码：759 / 762

页数：4

共 38 条

[1] Regioselective C-acylation of vinylphosphorus compounds through electroreduction or Mg-promoted reduction
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SYNLETT, 2001, (10) : 1535 - 1538
[2] Mg-promoted regioselective cross-coupling of stilbene derivatives with carbonyl compounds
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[9] Mg-promoted stereoselective desulfonation of β-arylvinyl sulfone derivatives
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