Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides.

Org Lett

The Institute for Advanced Studies (IAS) , Wuhan University, Wuhan , Hubei 430072 , P. R. China.

Published: April 2018

A novel method to access 1,1-diarylalkanes from readily available, nonactivated alkyl bromides and aryl bromides via visible-light-driven nickel and iridium dual catalysis, wherein diisopropylamine ( PrNH) is used as the terminal stoichiometric reductant, is reported. Both primary and secondary alkyl bromides can be successfully transformed into the migratory benzylic arylation products with good selectivity. Additionally, this method showcases tolerance toward a wide array of functional groups and the presence of bases.

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http://dx.doi.org/10.1021/acs.orglett.8b00413DOI Listing

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