ArticleJournal of the American Chemical Society2024
Alkoxy Diazomethylation of Alkenes by Photoredox-Catalyzed Oxidative Radical-Polar Crossover.
Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 26 citations in OpenAlex.
- Diazo-Preserving Radical Cascades for the Modular Photoinduced Synthesis of Oxindoles and Pyrazolones.Organic letters · 2026Article
- Photoinduced Selective Construction of Densely Functionalized Spirocyclic Ethers With Carbyne Equivalents.Angewandte Chemie (International ed. in English) · 2026Article
- Photocatalytic Aminoarylation of Styrenes.Organic letters · 2026Article
- Structurally Constrained Cyclic (Diacyloxyiodo)Arenes as an Enabling Platform for Hypervalent Iodine(III) Chemistry.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Facile Access to Hindered Ethers via Photoinduced O-H Bond Insertions.ACS central science · 2025Article
- Iodine(III)-Containing Reagents in Photo-Assisted and Photo-Catalyzed Organic Synthesis.Molecules (Basel, Switzerland) · 2025Review
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Herein, we present the discovery and development of the first photoredox-catalyzed alkoxy diazomethylation of alkenes with hypervalent iodine reagents and alcohols. This multicomponent process represents a new disconnection approach to diazo compounds and is featured by a broad scope, mild reaction conditions, and excellent selectivity. Key to the process was the generation of diazomethyl radicals, which engaged alkenes and alcohols in an inter- and intramolecular fashion by a photoredox-catalyzed oxidative radical-polar crossover leading to unexplored β-alkoxydiazo compounds. The synthetic utility of such diazo compounds was demonstrated with a series of transformations involving C-H, N-H, and O-H insertions as well as in the construction of complex
Identifiers
What OpenQuestion holds
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.