4-((2-Halogeno-5-pyridyl)dimethylsilyl)phenylboronic Acids: New Potential Building Blocks for the Synthesis of Silicon-Containing Drugs

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• 作者：Dennis Troegel ; Frank Mller ; Christian Burschka ; Reinhold Tacke
• 刊名：Organometallics
• 出版年：2009
• 出版时间：June 8, 2009
• 年：2009
• 卷：28
• 期：11
• 页码：3218-3224
• 全文大小：180K
• 年卷期：v.28,no.11(June 8, 2009)
• ISSN：1520-6041

文摘

With the synthesis of 4-((2-fluoro-5-pyridyl)dimethylsilyl)phenylboronic acid (1a) and 4-((2-chloro-5-pyridyl)dimethylsilyl)phenylboronic acid (1b), new potential building blocks for the synthesis of silicon-containing drugs have been made available. Compounds 1a,b were characterized by elemental analyses, multinuclear NMR experiments, and single-crystal X-ray diffraction studies. The synthetic potential of 1a was demonstrated by the Suzuki−Miyaura coupling reaction with 4-bromophenol to give (2-fluoro-5-pyridyl)(4′-hydroxy-(1,1′-biphenyl)-4-yl)dimethylsilane (2).