Microwave-assisted synthesis of ethynylarylboronates for the construction of boronic acid-based fluorescent sensors for carbohydrates

被引：25
|
作者：
Zheng, SL
Reid, S
Lin, N
Wang, BH
机构：
[1] Georgia State Univ, Dept Chem, Atlanta, GA 30302 USA
[2] Georgia State Univ, Ctr Biotechnol & Drug Design, Atlanta, GA 30302 USA
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 14期
基金：
美国国家卫生研究院;
关键词：
ethynylaryl boronates; synthesis; Sonogashira; microwave irradiation;
D O I：
10.1016/j.tetlet.2006.02.012
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A reliable and operationally simple procedure for the synthesis of 2.2-dimethylpropane-1,3-diyl ethynylaryl boronates 4 was developed. The key step is microwave-facilitated selective formation of 2,2-dimethylpropane-1,3-diyl trimethylsilylethynylaryl boronates by Sonogashira reaction front the corresponding bromides. The use of microwave was found to significantly improve the reaction yield and shorten the reaction time. The 2,2-dimethylpropane-1,3-diyl ethynylaryl boronates 4 prepared can be used in the construction of diboronic acid libraries through [2+3] Huisgen cycloaddition for carbohydrate fluorescent sensor development. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2331 / 2335
页数：5
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