ArticleJournal of the American Chemical Society2018
Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.
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 25 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
25 citing papers in PubMed, 136 citations in OpenAlex.
- 1,2-Oxygen Transposition on Arenes Enabled by Palladium/Norbornene Cooperative Catalysis.Journal of the American Chemical Society · 2025Article
- Palladium-catalyzed selective assembly of carbamoylated indoles and aminophenanthridinones via β-carbon elimination switch.Communications chemistry · 2025Article
- Comprehensive perspectives of metal and metal-free C-H activation approaches in pyrimidines and related heteroarenes: scope, mechanistic insights, and synthetic utility.RSC advances · 2025Review
- Regioselective C3-C4 difunctionalization of 4-bromocoumarinsRSC advances · 2025Article
- Meta-Dimethylation of Arenes via Catellani Reaction from Aryl Thianthrenium Salts.Angewandte Chemie (International ed. in English) · 2025Article
- Beyond Tertiary Amines: Introducing Secondary Amines by Palladium/Norbornene-Catalyzed Ortho Amination.Angewandte Chemie (International ed. in English) · 2024Article
- Enantioconvergent synthesis of chiral fluorenols from racemic secondary alcoholsChemical science · 2024Article
- Ortho-C-H methoxylation of aryl halides enabled by a polarity-reversed N-O reagent.Nature chemistry · 2023Article
- Development of New Reactions Driven by N-O Bond Cleavage: fromSynlett : accounts and rapid communications in synthetic organic chemistry · 2023Article
- The Deuterated "Magic Methyl" Group: A Guide to Site-Selective Trideuteromethyl Incorporation and Labeling by Using CDChemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Diversity-oriented functionalization of 2-pyridones and uracils.Nature communications · 2021Article
- Synthesis of C3,C4-Disubstituted Indoles via the Palladium/Norbornene-CatalyzedOrganic letters · 2021Article
- Structurally Modified Norbornenes: A Key Factor to Modulate Reaction Selectivity in the Palladium/Norbornene Cooperative Catalysis.Journal of the American Chemical Society · 2020Review
- Article
- Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines.Chemical science · 2020Article
- UnexpectedOrganic letters · 2020Article
- Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the "Journal of the American Chemical Society · 2020Article
- A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes.Chemical science · 2019Article
- Modular and regioselective synthesis of all-carbon tetrasubstituted olefins enabled by an alkenyl Catellani reaction.Nature chemistry · 2019Article
- Redox-neutralChemical science · 2019Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors at 2 institutions in 1 country.
Funding
Abstract
Palladium/norbornene (Pd/NBE) cooperative catalysis has emerged as a useful tool for preparing poly substituted arenes; however, its substrate scope has been largely restricted to aryl iodides. While aryl bromides are considered as standard substrates for Pd-catalyzed cross coupling reactions, their use in Pd/NBE catalysis remains elusive. Here we describe the development of general approaches for aryl bromide-mediated Pd/NBE cooperative catalysis. Through careful tuning the phosphine ligands and quenching nucleophiles, ortho amination, acylation and alkylation of aryl bromides have been realized in good efficiency. Importantly, various heteroarene substrates also work well and a wide range of functional groups are tolerated. In addition, the utility of these methods has been demonstrated in sequential cross coupling/ ortho functionalization reactions, consecutive Pd/NBE-catalyzed difunctionalization to construct penta-substituted aromatics and two-step meta functionalization reactions. Moreover, the origin of the ligand effect in ortho amination reactions has been explored through DFT studies. It is expected that this effort would significantly expand the reaction scope and enhance the synthetic potential for Pd/NBE catalysis in preparing complex aromatic compounds.
Indexed as
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.