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Peer-reviewedCC BYThe Journal of organic chemistry

Electrosynthesis of Functionalized Chromenes via Selenylation-Induced Alkynes Cyclization.

  • Guilherme M Martins1
  • Felipe de Lucca1
  • João P R S Ribeiro2
  • Pedro P de Castro2
  • Manoella de Lima3
  • Samuel R Mendes3
  • Roberto G S Berlinck4
  • Kleber T de Oliveira1
4 affiliations
  1. 1Department of Chemistry, Federal University of São Carlos, São Carlos, São Paulo13565-905, Brazil.
  2. 2Grupo de Pesquisas em Metodologias Sintéticas (GPMS), Chemistry Department, Federal University of Juiz de Fora, Juiz de Fora, Minas Gerais36036-900, Brazil.
  3. 3Department of Chemistry, State University of Santa Catarina, Joinville, Santa Catarina89219-719, Brazil.
  4. 4Instituto de Química de São Carlos, Universidade de São Paulo, CP 780, São Carlos, SP13560-970, Brazil.
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Abstract

An efficient electrochemical method for the synthesis of functionalized chromenes via selenylation-induced intramolecular cyclization of alkynes is described. Herein, selenylated chromenes are obtained in yields up to 96%, without the need for external oxidants using an undivided cell equipped with carbon electrodes under galvanostatic conditions. Mechanistic investigations support an anodic generation of electrophilic selenium species, followed by intramolecular cyclization. Furthermore, the method encompasses a versatile substrate scope, demonstrates efficiency on a gram scale, and is significantly improved by using continuous-flow conditions.

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Cite

BibTeXRIS
BibTeX
@article{martins2026electrosynthesis,
  title = {{Electrosynthesis of Functionalized Chromenes via Selenylation-Induced Alkynes Cyclization.}},
  author = {Guilherme M Martins and Felipe de Lucca and João P R S Ribeiro and Pedro P de Castro and Manoella de Lima and Samuel R Mendes and Roberto G S Berlinck and Kleber T de Oliveira},
  journal = {The Journal of organic chemistry},
  year = {2026},
  month = oct,
  doi = {10.1021/acs.joc.6c01733},
  url = {https://europepmc.org/article/MED/42916961},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Electrosynthesis of Functionalized Chromenes via Selenylation-Induced Alkynes Cyclization.
AU  - Guilherme M Martins
AU  - Felipe de Lucca
AU  - João P R S Ribeiro
AU  - Pedro P de Castro
AU  - Manoella de Lima
AU  - Samuel R Mendes
AU  - Roberto G S Berlinck
AU  - Kleber T de Oliveira
PY  - 2026
DA  - 2026/10/01
JO  - The Journal of organic chemistry
DO  - 10.1021/acs.joc.6c01733
UR  - https://europepmc.org/article/MED/42916961
AB  - An efficient electrochemical method for the synthesis of functionalized chromenes via selenylation-induced intramolecular cyclization of alkynes is described. Herein, selenylated chromenes are obtained in yields up to 96%, without the need for external oxidants using an undivided cell equipped with carbon electrodes under galvanostatic conditions. Mechanistic investigations support an anodic generation of electrophilic selenium species, followed by intramolecular cyclization. Furthermore, the method encompasses a versatile substrate scope, demonstrates efficiency on a gram scale, and is significantly improved by using continuous-flow conditions.
SN  - 0022-3263
SN  - 1520-6904
ER  -