ArticleJournal of the American Chemical Society2018
Electrochemical Azidooxygenation of Alkenes Mediated by a TEMPO-N
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 40 papers.
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Who cites it
40 citing papers in PubMed, 186 citations in OpenAlex.
- Electrochemical synthesis of 2-oxa-bicyclo[2.1.1]hexanes by anodic oxidation-cyclization relay strategy.Chemical science · 2026Article
- Programmable Functionalizations of Tetramethylpiperidine N-Oxyl (TEMPO)-Acrolein Linchpins Derived from Alkoxyallenes.Journal of the American Chemical Society · 2026Article
- Solution-Phase Electrochemical Characterization of Acyclic Complexes of Divalent Europium.Inorganic chemistry · 2026Article
- Harnessing redox properties of organic persistent radicals in SET-induced transformations.Beilstein journal of organic chemistry · 2026Review
- Copper-Catalyzed 1,2-Diazidation and 1,2-Azidooxygenation of 1,3-Dienes: Three Divergent Protocols Using Zhdankin's Reagent.The Journal of organic chemistry · 2025Article
- Trisubstituted Alkenes as Valuable Building Blocks.Molecules (Basel, Switzerland) · 2025Review
- Manganese-Catalyzed Electrochemical Diazidation of Dehydroalanine Peptides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Article
- Ferrier Glycosylation Mediated by the TEMPO Oxoammonium Cation.The Journal of organic chemistry · 2024Article
- Revealing the nature of covalently tethered distonic radical anions in the generation of heteroatom-centered radicals: evidence for the polarity-matching PCET pathway.Chemical science · 2024Article
- Sequential radical and cationic reactivity at separated sites within one molecule in solution.Chemical science · 2024Article
- Site-Selective Electrochemical Arene C-H Amination.Journal of the American Chemical Society · 2024Article
- Metal-free electrochemical dihydroxylation of unactivated alkenes.Nature communications · 2023Article
- Electrochemical Late-Stage Functionalization.Chemical reviews · 2023Review
- Frustrated Radical Pairs in Organic Synthesis.Journal of the American Chemical Society · 2023Review
- Article
- Electrochemical oxidative difunctionalization of diazo compounds with two different nucleophiles.Nature communications · 2023Article
- An electrochemical multicomponent reaction toward C-H tetrazolation of alkyl arenes and vicinal azidotetrazolation of alkenes.Chemical science · 2022Article
- 1,2-Amino oxygenation of alkenes with hydrogen evolution reaction.Nature communications · 2022Article
- Non-metal-mediatedRSC advances · 2022Article
Corrections and comments
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
Abstract
We report a mild and efficient electrochemical protocol to access a variety of vicinally C-O and C-N difunctionalized compounds from simple alkenes. Detailed mechanistic studies revealed a distinct reaction pathway from those previously reported for TEMPO-mediated reactions. In this mechanism, electrochemically generated oxoammonium ion facilitates the formation of azidyl radical via a charge-transfer complex with azide, TEMPO-N
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.