Mild, Redox-Neutral Formylation of Aryl Chlorides through the Photocatalytic Generation of Chlorine Radicals

Matthew K. Nielsen, Benjamin J. Shields, Junyi Liu, Michael J. Williams, Michael J. Zacuto, Abigail G. Doyle

Research output: Contribution to journalArticle

63 Scopus citations

Abstract

We report a redox-neutral formylation of aryl chlorides that proceeds through selective 2-functionalization of 1,3-dioxolane through nickel and photoredox catalysis. This scalable benchtop approach provides a distinct advantage over traditional reductive carbonylation in that no carbon monoxide, pressurized gas, or stoichiometric reductant is employed. The mild conditions give unprecedented scope from abundant and complex aryl chloride starting materials.

Original languageEnglish (US)
Pages (from-to)7191-7194
Number of pages4
JournalAngewandte Chemie - International Edition
Volume56
Issue number25
DOIs
StatePublished - 2017

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • C−H functionalization
  • formylation
  • nickel
  • photocatalysis
  • redox reactions

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