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. 2007 Apr 12;9(8):1597-600.
doi: 10.1021/ol070543e. Epub 2007 Mar 17.

Aminomethylations via cross-coupling of potassium organotrifluoroborates with aryl bromides

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Aminomethylations via cross-coupling of potassium organotrifluoroborates with aryl bromides

Gary A Molander et al. Org Lett. .

Abstract

[reaction: see text] The Suzuki-Miyaura cross-coupling reaction of N,N-dialkylaminomethyltrifluoroborates with aryl halides allows the construction of an aminomethyl aryl linkage through a disconnection based on dissonant reactivity patterns. A variety of these aminomethyltrifluoroborate substrates were prepared in good to excellent yields and then shown to cross-couple with equal facility to both electron-rich and electron-poor aryl halides as well as to a variety of heteroaromatic bromides.

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Figures

Figure 1
Figure 1
Dissonant disconnects for the construction of nitrogen-containing compounds.

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