4-((2-halogeno-5-pyridyl)dimethylsilyl)phenylboronic acids: New potential building blocks for the synthesis of silicon-containing drugs

Article abstract of DOI:10.1021/om900175m

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 siliconcontaining 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).