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Oxidative Coupling of Aryl Boronic Acids with Aryl- and Alkylamines via Cooperative Photoredox and Copper Catalysis

preprint
submitted on 05.08.2019 and posted on 06.08.2019 by Jennifer Marshall, Juliana O'Brien, Andrew Wommack

Copper(II)-catalyzed oxidative cross-couplings of aryl boronic acids with aryl- and alkylamines have been accomplished across a range of substrates in the presence of a ruthenium(II)-photoredox cocatalyst under mild aerobic conditions. This modified C−N cross-coupling reaction allows the incorporation of alkylamines to both electron poor− and electron-rich aryl boronic acids with low photocatalyst loadings and under ambient atmosphere. The coupling protocol provides secondary amines in yields of 63-90% during the safe, procedurally improved process.

Funding

ACS PRF UNI-57199

NSF ECCS-1542174

History

Email Address of Submitting Author

awommack@highpoint.edu

Institution

High Point University

Country

United States

ORCID For Submitting Author

0000-0002-0889-9108

Declaration of Conflict of Interest

no conflict of interest

Version Notes

draft for submission

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