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Visible light-promoted alkylation of imines using potassium organotrifluoroborates

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A Correction to this article was published on 01 September 2018

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Abstract

A mild, redox-neutral, alkylation of imines with potassium alkyl-trifluoroborates is described. The reaction proceeds under photo-redox conditions at ~30 °C with primary, secondary, and tertiary alkyltrifluoroborates, leading to alkylation products in moderate to good yield in most cases. Aryl-, vinyl-, and cyclopropyltrifluoroborates failed to react under the reported conditions.

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Acknowledgements

Acknowledgment is made to the Donors of the American Chemical Society Petroleum Research Fund (58270-UR1) for support of this research. Additional support was provided by an SC-INBRE grant from the National Institute of General Medical Sciences (P20 GM103499) and the Winthrop University Research Council. The authors would also like to thank Michael Walla and William Cotham of the University of South Carolina Department of Chemistry and Biochemistry for high resolution mass spectrometry analysis.

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  1. Department of Chemistry, Physics, and Geology, Winthrop University, Sims Science Building, Rock Hill, SC, 29733, USA

    Davis P. Plasko, Christopher J. Jordan, Brittney E. Ciesa, Madison A. Merrill & James M. Hanna Jr.

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  1. Davis P. Plasko
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  2. Christopher J. Jordan
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  3. Brittney E. Ciesa
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Correspondence to James M. Hanna Jr..

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Plasko, D.P., Jordan, C.J., Ciesa, B.E. et al. Visible light-promoted alkylation of imines using potassium organotrifluoroborates. Photochem Photobiol Sci 17, 534–538 (2018). https://doi.org/10.1039/c8pp00061a

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