ArticleChemical science2019
A modular and concise approach to MIDA acylboronates
Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 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
15 citing papers in PubMed.
- Kinetically Stable Boron-Heteroatom Bonds.Angewandte Chemie (International ed. in English) · 2026Article
- (Poly)Borylated Species as Modern Reactive Groups toward Unusual Synthetic Applications.Angewandte Chemie (International ed. in English) · 2026Review
- Reactivity of 1,3-enyne MIDA boronates: exploration of novel 1,2-alkyne shiftChemical science · 2024Article
- Generation and Application of Homoallylic α,α-Diboryl Radicals via Diboron-Promoted Ring-Opening of Vinyl Cyclopropanes: cis-Diastereoselective Borylative Cycloaddition.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- A Convenient, Rapid, Conventional Heating Route to MIDA Boronates.Molecules (Basel, Switzerland) · 2022Article
- Boron-Promoted Deprotonative Conjugate Addition: Geminal Diborons as Soft Pronucleophiles and Acyl Anion Equivalents.The Journal of organic chemistry · 2022Article
- Copper-Catalyzed Borylation of Acyl Chlorides with an Alkoxy Diboron Reagent: A Facile Route to Acylboron Compounds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Enantioselective Cu-catalyzed double hydroboration of alkynes to access chiral gem-diborylalkanes.Nature communications · 2022Article
- α-Hydroxy boron-enabled regioselective access to bifunctional halo-boryl alicyclic ethers and α-halo borons.Chemical communications (Cambridge, England) · 2021Article
- Acrylic boronate: a multifunctional C3 building block for catalytic synthesis of rare organoborons and chemoselective heterobifunctional ligations.Chemical science · 2021Article
- Review
- Tri(boryl)alkanes and Tri(boryl)alkenes: The Versatile Reagents.Molecules (Basel, Switzerland) · 2020Review
- Synthesis of secondary and tertiary amides without coupling agents from amines and potassium acyltrifluoroborates (KATs).Chemical science · 2020Article
- Unsymmetrical 1,1-Bisboryl Species: Valuable Building Blocks in Synthesis.Molecules (Basel, Switzerland) · 2020Review
- Cascade CuH-Catalysed Conversion of Alkynes to Enantioenriched 1,1-Disubstituted Products.Nature catalysis · 2020Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Acylboronates represent a very intriguing and rare class of organoboronates. Synthesis of these compounds from readily available substrates under mild conditions and access to novel classes of acylborons has been challenging. We report a novel and concise route to various MIDA acylboronates from terminal alkynes/alkenes or vinyl boronic esters using unsymmetrical geminal diborylalkanes as key intermediates. The high modularity and mild conditions of this strategy allowed a facile access to acylboronates possessing aliphatic, aromatic as well as the rarer heteroaromatic, alkynyl and α,β-unsaturated scaffolds. To the best of our knowledge, this is the first report of chemoselective oxidation of geminal diborons as well as synthesis of an α,β-unsaturated acylboronate.
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.