Pd-Catalyzed Ortho C-H Hydroxylation of Benzaldehydes Using a Transient Directing Group

Xiao Yang Chen, Seyma Ozturk, Erik J. Sorensen

Research output: Contribution to journalArticle

44 Scopus citations

Abstract

The direct Pd-catalyzed ortho C-H hydroxylation of benzaldehydes was achieved using 4-chloroanthranilic acid as the transient directing group, 1-fluoro-2,4,6-trimethylpyridnium triflate as the bystanding oxidant, and p-toluenesulfonic acid as the putative oxygen nucleophile. The unusual C-H chlorination and polyfluoroalkoxylation reactions signaled the importance of external nucleophiles to the outcome of Pd(IV) reductive eliminations.

Original languageEnglish (US)
Pages (from-to)6280-6283
Number of pages4
JournalOrganic letters
Volume19
Issue number23
DOIs
StatePublished - Dec 1 2017

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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