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. 2012 Sep 7;14(17):4458-61.
doi: 10.1021/ol301955s. Epub 2012 Aug 29.

Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions

Gary A Molander  1 , Inji Shin
Affiliations

Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions

Gary A Molander et al. Org Lett. .

Abstract

Seven potassium Boc-protected secondary aminomethyltrifluoroborates were prepared in a standardized two-step process. The Suzuki-Miyaura cross-coupling reaction was studied with this new class of nucleophiles, and a large variety of aryl and hetaryl chlorides provided the desired products in good to excellent yields, thereby allowing easy access to secondary aminomethyl substructures.

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Figures

Figure 2
Figure 2
Pd preformed catalyst A and XPhos.
Scheme 1
Scheme 1
Scheme 2
Scheme 2
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