ArticleACS catalysis2021
Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines.
Article in ACS catalysis, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- The recent progress in the catalytic conversion of nitroarene into amino arene catalyzed by heterogeneous metal based nano catalyst.Frontiers in chemistry · 2026Review
- Synthesis of Diarylamines via Nitrosonium-Initiated C-N Bond Formation.The Journal of organic chemistry · 2024Article
- Dual role of nitroarenes as electrophiles and arylamine surrogates in Buchwald-Hartwig-type coupling for C-N bond construction.Chemical science · 2024Article
- Reductive coupling of nitro compounds with boronic acid derivatives: an overview.RSC advances · 2023Review
- Reductive Arylation of Nitroarenes with Chloroarenes: Reducing Conditions Enable New Reactivity from Palladium Catalysts.Journal of the American Chemical Society · 2023Article
- Article
- Unlocking electrophilicSynlett : accounts and rapid communications in synthetic organic chemistry · 2022Article
- From N-H Nitration to Controllable Aromatic Mononitration and Dinitration-The Discovery of a Versatile and PowerfulJACS Au · 2022Article
- Decarboxylative tandem C-N coupling with nitroarenes via SNature communications · 2022Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
The development and study of a simple copper-catalyzed reaction of nitroarenes with aryl boronic acids to form diarylamines that uses phenyl silane as the stoichiometric terminal reductant is described. This cross-coupling reaction requires as little as 2 mol % of CuX and 4 mol% of diphosphine for success and tolerates a broad range of functional groups on either the nitroarene or the aryl boronic acid with to afford the amine in good yield. Mechanistic investigations established that the cross-coupling reaction proceeds via a nitrosoarene intermediate and that copper is required to catalyze both the deoxygenation of the nitroarene to afford the nitrosoarene and C-NAr bond formation of the nitrosoarene with the aryl boronic acid.
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Registered trials
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