Heterogeneous Allylsilylation of Aromatic and Aliphatic Alkenes Catalyzed by Proton-Exchanged Montmorillonite

被引：30

作者：

Motokura, Ken ^{[1
]}

Matsunaga, Shigekazu ^{[1
]}

Miyaji, Akimitsu ^{[1
]}

Sakamoto, Yasuharu ^{[1
]}

Baba, Toshihide ^{[1
]}

机构：

[1] Tokyo Inst Technol, Grad Sch Sci & Engn, Midori Ku, Yokohama, Kanagawa 2268502, Japan

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 07期

关键词：

LEWIS-ACID; CYANOSILYLATION; DIMERIZATION; ALCOHOLS; ALKYNES;

D O I：

10.1021/ol100228t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allylsilylation of an alkene is the only known procedure to install both silyl and allyl groups onto a carbon-carbon double bond directly. Proton-exchanged montmorillonite showed excellent catalytic performances for the allylsilylation of alkenes. For example, the reaction of p-chlorostyrene with allyltrimethylsilane proceeded smoothly to afford the corresponding allylsilylated product in 95% yield. We also attempted to Isolate the reaction Intermediate on the montmorillonite surface to Investigate the reaction mechanism,

引用

页码：1508 / 1511

页数：4

共 33 条

[1] Water-Accelerated Allylsilylation of Alkenes Using a Proton-Exchanged Montmorillonite Catalyst
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Matsunaga, Shigekazu
Noda, Hiroto
Miyaji, Akimitsu
Baba, Toshihide
ACS CATALYSIS, 2012, 2 (09): : 1942 - 1946
[2] Allylsilylation of alkenes catalyzed by H+-exchanged montmorillonite with water
Motokura, Ken
Matsunaga, Shigekazu
Noda, Hiroto
Miyaji, Akimitsu
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CATALYSIS TODAY, 2014, 226 : 141 - 149
[3] Depolymerization of Polyethers to Chloroesters Using Heterogeneous Proton-exchanged Montmorillonite Catalyst
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CHEMISTRYSELECT, 2016, 1 (02): : 201 - 204
[4] Efficient C-N bond formations catalyzed by a proton-exchanged montmorillonite as a heterogeneous bronsted acid
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ORGANIC LETTERS, 2006, 8 (20) : 4617 - 4620
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[8] Metal cation-exchanged montmorillonite-catalyzed addition of organic disulfides to alkenes
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[9] Metal cation-exchanged montmorillonite-catalyzed addition of organic disulfides to alkenes
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BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2005, 78 (06) : 1138 - 1141
[10] Proton-exchanged montmorillonite-mediated reactions of hetero-benzyl acetates: Application to the synthesis of Zafirlukast
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TETRAHEDRON LETTERS, 2020, 61 (29)

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