Direct Electrochemical C (sp3)–H Amidation Enabled by Hexafluoroisopropanol (HFIP)

A direct electrochemical amidation of xanthene was readily achieved under direct anodic oxidation. The reactivity of benzamides was significantly enhanced by the virtue of the solvent effect of hexafluoroisopropanol (HFIP). An obvious hydrogen bonding between HFIP and benzamide was detected, and the proton-coupled electron-transfer (PCET) effect was proposed for the enhancement effect of HFIP. In this transformation, a broad range of primary and secondary amides were readily used as amidating reagents, including l-proline-, naproxen-, and probencid-derived amides. We proposed a plausible reaction mechanism for this direct amidation based on the experimental observations.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Direct Electrochemical C (sp3)–H Amidation Enabled by Hexafluoroisopropanol (HFIP) ; volume:07 ; number:04 ; year:2023 ; pages:491-495
SynOpen ; 07, Heft 04 (2023), 491-495

Contributor
Li, Fengyi
Liu, Ke
Sun, Qi
Zhang, Sheng
Li, Man-Bo

DOI
10.1055/a-2176-1840
URN
urn:nbn:de:101:1-2023120716522722223647
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:24 AM CEST

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Associated

  • Li, Fengyi
  • Liu, Ke
  • Sun, Qi
  • Zhang, Sheng
  • Li, Man-Bo

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