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

• Main Authors: Lee, Brian K. (Contributor), Biscoe, Mark R. (Contributor), Buchwald, Stephen Leffler (Contributor)
• Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
• Format: Article
• Language: English
• Published: Elsevier, 2015-10-28T13:00:35Z.
• Subjects: Article
• Online Access: Get fulltext

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 L[subscript 1]Pd(0).
National Institutes of Health (U.S.) (GM-058160)
National Institutes of Health (U.S.) (Postdoctoral Fellowship GM-F32-75685)
Amgen Inc.
Merck & Co., Inc.
Boehringer Ingelheim Pharmaceuticals
Massachusetts Institute of Technology. Undergraduate Research Opportunities Program (Summer Fellowship)