Ligated Pd-Catalyzed Aminations of Aryl/Heteroaryl Halides with Aliphatic Amines under Sustainable Aqueous Micellar Conditions

被引:6
|
作者
Iyer, Karthik S. [1 ]
Kavthe, Rahul D. [1 ]
Lammert, Robert M. [1 ]
Yirak, Jordan R. [1 ]
Lipshutz, Bruce H. [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
来源
JACS AU | 2024年 / 4卷 / 02期
关键词
aminations; aliphatic amines; BippyPhos; pharmaceutical diversification; API synthesis; micellar catalysis; BUCHWALD-HARTWIG AMINATION; CROSS-COUPLING REACTIONS; ARYL BROMIDES; PALLADIUM PRECATALYSTS; MEDICINAL CHEMISTS; OXIDATIVE ADDITION; ORGANIC-REACTIONS; WATER; LIGAND; COMPLEXES;
D O I
10.1021/jacsau.3c00742
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:680 / 689
页数:10
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