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C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Vetrivelan Murugesan, Anirban Ganguly, Ardra Karthika and Ramesh Rasappan*

*School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Vithura, Thiruvananthapuram, Kerala 695551, India, Email:

V. Murugesan, A. Ganguly, A. Karthika, R. Rasappan, Org. Lett., 2021, 23, 5389-5393.

DOI: 10.1021/acs.orglett.1c01716

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A dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation. A subsequently cross-coupling with benzylic and allylic pyridinium salts provides ketones. The reaction tolerates a broad range of functional groups.

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proposed mechanism

Key Words

acylation, allylation, benzylation, photochemistry

ID: J54-Y2021