On the Lewis base-promoted alkynylation of electron-deficient fluorobenzenes with trimethylsilylacetylenes

被引：4
|
作者：
Sanji, Takanobu [1 ]
Watanabe, Satoru
Iyoda, Tomokazu
机构：
[1] Japan Sci & Technol Agcy JST, Exploratory Res Adv Technol ERATO, Iyoda Supra Integrated Mat Project iSIM, Midori Ku, 4259-S2-3 Nagatsuta, Yokohama, Kanagawa 2268503, Japan
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 17期
关键词：
SNAr; Lewis base; Alkynylation; Fluorobenzene; NUCLEOPHILIC AROMATIC-SUBSTITUTION; ARYL; REACTIVITY; ALDEHYDES; CHEMISTRY; FLUORINE; REAGENTS; ALKYNES;
D O I：
10.1016/j.tetlet.2016.03.068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Lewis base-promoted alkynylation of fluorobenzenes using trimethylsilylacetylenes studying the reactivity as a function of the number of fluoride groups is described. The reaction of 1-(pentafluorophenyl)- and 1-(3,4,5-trifluorophenyl)-2-phenylacetylenes and 1-(4-methoxypheny1)-2-trimethylsilylacetylene with CsF/18-crown-6 in DMSO gave the alkynylated products in moderate to good yields with high regioselectivity under mild conditions. However, the 3,4-difluorophenyl derivative showed low reactivity. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1921 / 1924
页数：4
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