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Synfacts 2009(12): 1410-1410  
DOI: 10.1055/s-0029-1218196
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Hydrolysis of Organotrifluoroborates with Silica Gel and Water

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Maki Minakawa
G. A. Molander*, L. N. Cavalcanti, B. Canturk, P.-S. Pan, L. E. Kennedy
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

A general, mild, and efficient method for the hydrolysis of organotrifluoroborates ­using silica gel and water was described. The ­hydrolysis of a broad range of aryl-, heteroaryl-, alkyl-, alkenyltrifluoroborates, and structurally ­diverse aminomethylated organotrifluoroborates with one equivalent of silica gel in water under ­nitrogen gave the corresponding boronic acids (37 examples, 53-89% yield, 1-24 h).