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Synfacts 2010(5): 0576-0576  
DOI: 10.1055/s-0029-1219666
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Direct Conversion of Aryl Amines to Pinacol Boronates

Contributor(s): Paul Knochel, Andreas J. Wagner
F. Mo, Y. Jiang, D. Qiu, Y. Zhang, J. Wang*
Peking University, Beijing and Tongji University, Shanghai, P. R. of China
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Publikationsdatum:
22. April 2010 (online)

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Significance

A wide range of functionalized anilines undergo a Sandmeyer-like borylation ­reaction using tert-butyl nitrite as diazotization agent and bis(pinacolato)diboron as boron source. In this way, the respective anilines are readily transformed to the corresponding aryl­boronic acid pinacol esters in high yields.