4 years ago

Nickel-Catalyzed 1,2-Aminoarylation of Oxime Ester-Tethered Alkenes with Boronic Acids

Nickel-Catalyzed 1,2-Aminoarylation of Oxime Ester-Tethered Alkenes with Boronic Acids
Hai-Bin Yang, Stalin R. Pathipati, Nicklas Selander
A nickel-catalyzed 1,2-aminoarylation of oxime-ester-tethered alkenes with boronic acids was developed. A variety of pyrroline derivatives were synthesized in good yields via the successive formation of C(sp3)–N and C(sp3)–C(sp2) bonds. For cyclobutanone-derived oxime esters, the reaction provided aliphatic nitriles incorporating an aromatic group in the γ-position. A mechanism involving iminyl radical and carbon-centered radical intermediates was proposed.

Publisher URL: http://dx.doi.org/10.1021/acscatal.7b03432

DOI: 10.1021/acscatal.7b03432

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