Deprotonative C-H Silylation of Functionalized Arenes and Heteroarenes Using Trifluoromethyltrialkylsilane with Fluoride

被引：29

作者：

Sasaki, Midori ^{[1
]}

Kondo, Yoshinori ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi 9808578, Japan

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 04期

基金：

日本学术振兴会;

关键词：

PALLADIUM-CATALYZED SILYLATION; CARBON-HYDROGEN BONDS; ONIUM AMIDE BASES; NUCLEOPHILIC TRIFLUOROMETHYLATION; ARYL HALIDES; SUBSTITUTED BENZENES; EFFICIENT PRECURSOR; PROTON ABSTRACTION; SYNTHETIC ROUTE; HYDROSILANES;

D O I：

10.1021/ol503671b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly selective C-H silylation reaction of functionalized arenes and heteroarenes was developed using RuppertPrakash reagent (TMSCF3) activated by alkali metal fluoride. TMSCF3 is considered to play dual roles as a precursor of a mild base and also as a silicon electrophile. The silylation is compatible with sensitive functional groups such as halogen and nitro groups.

引用

页码：848 / 851

页数：4

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