ArticleNature communications2019
Chromoselective access to Z- or E- allylated amines and heterocycles by a photocatalytic allylation reaction.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 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
13 citing papers in PubMed.
- Photocatalytic deoxygenative Z-selective olefination of aliphatic alcohols.Nature communications · 2025Article
- Photocascade chemoselective controlling of ambident thio(seleno)cyanates with alkenes via catalyst modulation.Nature communications · 2024Article
- Mechanistic dichotomy in the solvent dependent access toChemical science · 2022Article
- Water-Soluble Tris(cyclometalated) Iridium(III) Complexes for Aqueous Electron and Energy Transfer Photochemistry.Accounts of chemical research · 2022Review
- Red edge effect and chromoselective photocatalysis with amorphous covalent triazine-based frameworks.Nature communications · 2022Article
- Tuning the Activity-Stability Balance of Photocatalytic Organic Materials for Oxidative Coupling Reactions.ACS applied materials & interfaces · 2022Article
- Controlling Chemoselectivity of Catalytic Hydroboration with Light.Angewandte Chemie (International ed. in English) · 2022Article
- Chromoselective Synthesis of Sulfonyl Chlorides and Sulfonamides with Potassium Poly(heptazine imide) Photocatalyst.Angewandte Chemie (International ed. in English) · 2021Article
- Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2021Article
- Chromoselective Photocatalysis Enables Stereocomplementary Biocatalytic Pathways*.Angewandte Chemie (International ed. in English) · 2021Article
- Light-Triggered Catalytic Asymmetric Allylic Benzylation with PhotogeneratedThe Journal of organic chemistry · 2020Article
- Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds.Journal of the American Chemical Society · 2020Article
- Reactivity control of a photocatalytic system by changing the light intensity.Chemical 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
9 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The most useful strategies for the alkylation of allylic systems are related to the Tsuji-Trost reaction or the use of different Lewis acids. Herein we report a photocatalytic approach for the allylation reaction of a variety of nucleophiles, such as heteroarenes, amines and alcohols. This method is compatible with a large variety of pyrroles and indoles, containing different substituents such as electron-withdrawing and electron-donating groups, unprotected nitrogen atoms and bromo derivatives. Moreover, this methodology enables the chromoselective synthesis of Z- or E-allylated compounds. While the use of UV-light irradiation has allowed the synthesis of the previously inaccessible Z-allylated products, E-isomers are prepared simply by changing both the light source to the visible region, and the catalytic system. Based on mechanistic and photochemical proofs, laser flash photolysis studies and DFT calculations, a rational mechanism is presented.
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.