Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules

Jennifer M. Howell, Kaibo Feng, Joseph R. Clark, Louis J. Trzepkowski, M. Christina White

Research output: Contribution to journalArticlepeer-review

Abstract

Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Brønsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp3)-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.

Original languageEnglish (US)
Pages (from-to)14590-14593
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number46
DOIs
StatePublished - Nov 25 2015

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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