Simple, efficient protocols for the Pd-catalyzed cross-coupling reaction of aryl chlorides and dimethylamine

doi:10.1016/j.tetlet.2009.03.137

Tetrahedron Letters

Volume 50, Issue 26, 1 July 2009, Pages 3672-3674

https://doi.org/10.1016/j.tetlet.2009.03.137 Get rights and content

Abstract

Simple and efficient procedures for the Pd-catalyzed cross-coupling reaction of aryl chlorides and dimethylamine are described. At room temperature with a strong base, t-BuXPhos is employed as the supporting ligand; at 110 °C with a weak base, XPhos is employed as the supporting ligand. In each of these cases, commercially available solutions constitute the source of the dimethylamine, and recently disclosed precatalysts constitute the source of the ligand and Pd. This work further expands the utility of these precatalysts in reactions that benefit from an easily activated source of L₁Pd(0).

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Acknowledgments

We thank the National Institutes of Health (NIH) for support (GM-058160). M.R.B. thanks the NIH for a postdoctoral fellowship (GM-F32-75685). We also thank Amgen, Merck, and Boehringer Ingelheim for additional unrestricted funds. B.K.L. was a recipient of a 2008 MIT UROP Summer fellowship.

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