Photoredox-mediated remote C(sp3)-H heteroarylation of free alcohols

Guo Xing Li, Xiafei Hu, Gang He, Gong Chen

Research output: Contribution to journalArticlepeer-review

56 Scopus citations

Abstract

We report an efficient and economical method for remote δ C(sp3)-H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. The reaction sequence involves in situ alcoholysis of PFBI-OH with alcohol, generation of an alkoxy radical intermediate by SET reduction, 1,5-HAT, and Minisci-type C-C bond formation. This method uses a slight excess of alcohols, can facilitate reaction at δ methyl and methylene positions, and has been successfully applied to modification of complex drug molecules.

Original languageEnglish (US)
Pages (from-to)688-693
Number of pages6
JournalChemical Science
Volume10
Issue number3
DOIs
StatePublished - 2019

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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