An Electrochemical Design for a General Catalytic Carboxylic Acid Substitution Platform via Anhydrides at Room Temperature: Amidation, Esterification, and Thioesterification

Jian Han, Jacob J. Piane, Hannah Gizenski, Elizabeth Elacqua, Eric D. Nacsa

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

An original concept for catalytic electrochemical dehydration has enabled a suite of acid substitutions, including amidation, esterification, and thioesterification, through a linchpin anhydride formed in situ. By avoiding stoichiometric dehydrating agents, this method addresses a leading challenge in organic synthesis and green chemistry. It also proceeds without acid additives at room temperature, accesses a diverse range of product structures, is easily scaled, and enabled the first example of catalytic peptide coupling at room temperature.

Original languageEnglish (US)
Pages (from-to)1923-1928
Number of pages6
JournalOrganic Letters
Volume27
Issue number8
DOIs
StatePublished - Feb 28 2025

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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