Ligated Pd-Catalyzed Aminations of Aryl/Heteroaryl Halides with <i>Aliphatic</i> Amines under Sustainable Aqueous Micellar Conditions
Karthik S. Iyer, Rahul D. Kavthe, R.M. Lammert, Jordan R. Yirak, Bruce H. Lipshutz
Abstract
High Resolution Image Download MS PowerPoint Slide Sustainable technology for constructing Pd-catalyzed C–N bonds involving aliphatic amines is reported. A catalytic system that relies on low levels of recyclable precious metal, a known and commercially available ligand, and a recyclable aqueous medium are combined, leading to a newly developed procedure. This new technology can be used in ocean water with equal effectiveness. Applications involving highly challenging reaction partners constituting late-stage functionalization are documented, as is a short but efficient synthesis of the drug naftopidil. Comparisons with existing aminations highlight the many advances being offered.