Electrosynthesis of heterocyclic compounds by radical cyclization in environmentally friendly media

J. P. Mendes, J. M. S. S. Esperança, A. P. Esteves, M. M. Silva, M. J. Medeiros

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Abstract

We investigated the reductive intramolecular cyclization of bromopropargyl ethers derivatives, catalyzed by electrogenerated (1,4,8,11-tetramethyl-1,4,8,11-tetraaza-cyclotetradecane)nickel(I), [Ni(tmc)]+ as the catalysts in N,N,N-trimethyl-N-(2- hydroxyethyl)ammonium bis(trifluoromethylsulfonyl)imide,[N1112(OH)][NTf2] and 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [C2mim][NTf2] by cyclic voltammetry and controlled-potential electrolysis. The results show that the reaction leads to the formation of the expected cyclic compounds, which are important intermediates in the synthesis of natural products with possible biological activities.

Original languageEnglish
Title of host publicationMechanistic Organic Electrochemistry
PublisherElectrochemical Society Inc
Pages1-5
Number of pages5
Volume66
Edition26
ISBN (Electronic)9781607685395
DOIs
Publication statusPublished - 2015
EventSymposium on Mechanistic Organic Electrochemistry - 227th ECS Meeting - Chicago, United States
Duration: 24 May 201528 May 2015

Conference

ConferenceSymposium on Mechanistic Organic Electrochemistry - 227th ECS Meeting
CountryUnited States
CityChicago
Period24/05/1528/05/15

Keywords

  • Electrolytic reduction
  • Dechlorination
  • Reductive dechlorination

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  • Cite this

    Mendes, J. P., Esperança, J. M. S. S., Esteves, A. P., Silva, M. M., & Medeiros, M. J. (2015). Electrosynthesis of heterocyclic compounds by radical cyclization in environmentally friendly media. In Mechanistic Organic Electrochemistry (26 ed., Vol. 66, pp. 1-5). Electrochemical Society Inc. https://doi.org/10.1149/06626.0001ecst