Efficient hydrolysis of organotrifluoroborates via silica gel and water

GA Molander, LN Cavalcanti, B Canturk…

Index: Molander, Gary A.; Canturk, Belgin; Kennedy, Lauren E. Journal of Organic Chemistry, 2009 , vol. 74, # 3 p. 973 - 980

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Citation Number: 78

Abstract

A general, mild, and efficient method for the hydrolysis of organotrifluoroborates to unveil boronic acids using silica gel and H2O was developed. This method proved to be tolerant of a broad range of aryl-, heteroaryl-, alkenyl-, and alkyltrifluoroborates as well as structurally diverse aminomethylated organotrifluoroborates. As anticipated, electron-rich substrates provided the corresponding boronic acids more readily than electron-poor substrates, ...

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