ReviewMolecules (Basel, Switzerland)2019
Alkynes as Synthetic Equivalents of Ketones and Aldehydes: A Hidden Entry into Carbonyl Chemistry.
Review in Molecules (Basel, Switzerland), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- One-Pot Transition-Metal-Free Methods for the Synthesis of All Three Bonds of the Alkyne's Triple Bond.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Photocyclization of Alkenes and Arenes: Penetrating Through Aromatic Armor with the Help of Excited State Antiaromaticity.Chemistry (Basel, Switzerland) · 2025Article
- L-Cysteine-Catalysed Hydration of Activated Alkynes.Angewandte Chemie (International ed. in English) · 2025Article
- Understanding the Carbyne Formation from CJournal of the American Chemical Society · 2024Article
- Design principles of the use of alkynes in radical cascades.Nature reviews. Chemistry · 2023Review
- ICl-Mediated Functional Group Interconversion from Methyl Homopropargyl Ether to α-Iodo-γ-chloroketone.The Journal of organic chemistry · 2022Article
- Cascade Transformations of 1-R-Ethynyl-9,10-anthraquinones with Amidines: Expanding Access to Isoaporphinoid Alkaloids.Molecules (Basel, Switzerland) · 2021Article
- Bismuth Subnitrate-Catalyzed Markovnikov-Type Alkyne Hydrations under Batch and Continuous Flow Conditions.Molecules (Basel, Switzerland) · 2021Article
- Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation.Organic letters · 2021Article
- The Formosalides: Structure Determination by Total Synthesis.Angewandte Chemie (International ed. in English) · 2021Article
- Electron-Deficient Alkynes as Powerful Tools against Root-Knot NematodeJournal of agricultural and food chemistry · 2020Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The high energy packed in alkyne functional group makes alkyne reactions highly thermodynamically favorable and generally irreversible. Furthermore, the presence of two orthogonal π-bonds that can be manipulated separately enables flexible synthetic cascades stemming from alkynes. Behind these "obvious" traits, there are other more subtle, often concealed aspects of this functional group's appeal. This review is focused on yet another interesting but underappreciated alkyne feature: the fact that the CC alkyne unit has the same oxidation state as the -CH2C(O)- unit of a typical carbonyl compound. Thus, "classic carbonyl chemistry" can be accessed through alkynes, and new transformations can be engineered by unmasking the hidden carbonyl nature of alkynes. The goal of this review is to illustrate the advantages of using alkynes as an entry point to carbonyl reactions while highlighting reports from the literature where, sometimes without full appreciation, the concept of using alkynes as a hidden entry into carbonyl chemistry has been applied.
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