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Start Over Author "Hai-bin, Yang" Journal acs catalysis
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1. Nickel-Catalyzed 1,2-Aminoarylation of Oxime Ester-Tethered Alkenes with Boronic Acids

Author

Stalin R. Pathipati, Hai-Bin Yang, and Nicklas Selander

Subjects
010405 organic chemistry, Radical, chemistry.chemical_element, General Chemistry, Pyrroline, 010402 general chemistry, Oxime, 01 natural sciences, Catalysis, 0104 chemical sciences, chemistry.chemical_compound, Nickel, chemistry, Organic chemistry
Abstract

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.

Published
2017

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