Benzylic Hydroperoxidation via Visible-Light-Induced Csp³-H Activation

Joan Inoa, Mansi Patel, Grecia Dominici, Reem Eldabagh, Anjali Patel, John Lee and Yalan Xing*

*Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Road, Wayne, New Jersey 07470, United States, Email: xingywpunj.edu

J. Inoa, M. Patel, G. Dominici, R. Eldabagh, A. Patel, J. Lee, Y. Xing, J. Org. Chem., 2020, 85, 6181-6187.

DOI: 10.1021/acs.joc.0c00385

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Abstract

Eosin Y catalyzes a highly efficient benzylic hydroperoxidation using an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.

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Key Words

hydroperoxidation, oxygen, photochemistry

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ID: J42-Y2020