Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF
Year: 2014
Type: article
Abstract: The nickel-catalyzed amination of aryl O-sulfamates and chlorides using the green solvent 2-methyl-THF is reported. This methodology employs the commercially available and air-stable precatalyst NiCl2(DME), is broad in scope, and provides access to aryl amines in synthetically useful yields. The utility of this methodology is underscored by examples of gram-scale couplings conducted with catalyst loadings as low as 1 mol % nickel. Moreover, the nickel-catalyzed amination described is tolerant of heterocycles and should prove useful in the synthesis of pharmaceutical candidates and other heteroatom-containing compounds.
Source: ACS Catalysis
DOI: 10.1021/cs501045v
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funders: Alfred P. Sloan Foundation, Boehringer Ingelheim, Camille and Henry Dreyfus Foundation, Amgen, Bristol-Myers Squibb, Eli Lilly and Company, AstraZeneca, Roche, DuPont, American Chemical Society, University of California, Los Angeles, National Institute of General Medical Sciences, National Center for Research Resources, Division of Chemistry
OpenAlex ID: W2093888720