PreprintCC BYChemRxiv
Electrochemical (3+2) Cycloaddition of Enamides and 4-(Bocamino)phenol for the Synthesis of 2-Aminodihydrobenzofurans
- 1Organic and Macromolecular Chemistry, Gent University, Krijgslaan 281, Gent, Gent, Belgium, 9000
Abstract
Synopsis: We report a simple electrochemical protocol to prepare 2-amino-dihydrobenzofurans from enamides. In contrast to previously reported approaches relying on stoichiometric chemical oxidants or transition metal catalysis of prefunctionalized compounds, the present method directly couples 4-(Boc-amino)phenol through anodic activation to a wide range of enamides, using inexpensive graphite electrodes in an undivided cell.
Related
- Unnatural α-amino acid synthesis enabled by nickel-catalysed enantioselective hydrocarbamoylation of enamides via C‒H functionalisation
- Tailored Nitrone [3+2] Dipolar Cycloaddition Enables the Elusive Synthesis of Structurally Complex Seven-Membered Heterocycles
- Auto‐Click Synthesis of a Copper(I) –N ‐Heterocyclic Carbene Porous Organic Polymer and Its Transmetalation to Palladium(II) for Azide–Alkyne Cycloaddition and Cross‐Coupling Reactions
- Diastereoselective Synthesis of Polysubstituted 2‐Amidino Thiolanes via Cycloaddition of N ‐Thioacyl Amidines With Donor–Acceptor Cyclopropanes
- Diastereoselective synthesis of substituted cyclopentanones via [3 + 2] cycloaddition of sulfoxonium ylides with alkenes
BibTeX
@misc{peene2026electrochemical,
title = {{Electrochemical (3+2) Cycloaddition of Enamides and 4-(Bocamino)phenol for the Synthesis of 2-Aminodihydrobenzofurans}},
author = {Maurice Peene and Louis Rouseu and Marios kidonakis},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15010367/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010367/v1},
note = {CC BY},
}
RIS
TY - UNPB
TI - Electrochemical (3+2) Cycloaddition of Enamides and 4-(Bocamino)phenol for the Synthesis of 2-Aminodihydrobenzofurans
AU - Maurice Peene
AU - Louis Rouseu
AU - Marios kidonakis
PY - 2026
DA - 2026/10/13
PB - ChemRxiv
DO - 10.26434/chemrxiv.15010367/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010367/v1
AB - Synopsis: We report a simple electrochemical protocol to prepare 2-amino-dihydrobenzofurans from enamides. In contrast to previously reported approaches relying on stoichiometric chemical oxidants or transition metal catalysis of prefunctionalized compounds, the present method directly couples 4-(Boc-amino)phenol through anodic activation to a wide range of enamides, using inexpensive graphite electrodes in an undivided cell.
ER -