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Enantioselective alpha-Arylation of Benzamides via Synergistic Nickel and Metallaphotoredox Catalysis

preprint
submitted on 15.10.2019 and posted on 22.10.2019 by John Montgomery, Alexander W. Rand
A new method to access alpha-arylated benzamides has been enabled by metallaphotoredox catalysis. This system allows for non-directed C–H functionalization of N-alkyl benzamides using a dual nickel/iridium catalytic system to form tertiary stereocenters in good enantiomeric excess and moderate yields. This reaction shows excellent functional group compatibility and can be performed using a number of sterically and electronically different aryl bromides and secondary benzamides.

Funding

National Science Foundation CHE-1205646

History

Email Address of Submitting Author

jmontg@umich.edu

Institution

University of Michigan

Country

USA

ORCID For Submitting Author

0000-0002-2229-0585

Declaration of Conflict of Interest

none

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