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Benzaldehyde- and Nickel-Catalyzed Photoredox C(sp3)-H Alkylation/Arylation with Amides and Thioethers

Xiaojia Si, Lumin Zhang, A. Stephen K. Hashmi*

*Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Email: hashmihashmi.de

X. Si, L. Zhang, A. S. K. Hashmi, Org. Lett., 2019, 21, 6259-6263.

DOI: 10.1021/acs.orglett.9b02226 (free Supporting Information)


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Abstract

A synergistic combination of a nickel catalyst and benzaldehyde enables C(sp3)-H alkylation and arylation of amides and thioethers employing simple aryl or alkyl halides. Readily available starting materials, mild reaction conditions, a good functional-group tolerance, and a broad substrate scope make this methodology attractive and practical.

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Key Words

pyrrolidines, photochemistry


ID: J54-Y2019