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

页码：680 / 689

页数：10