ArticleNature communications2021
Hydrogen radical-shuttle (HRS)-enabled photoredox synthesis of indanones via decarboxylative annulation.
Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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Who cites it
5 citing papers in PubMed, 31 citations in OpenAlex.
- Rhodium-Catalyzed Reductive Carbonylative Cyclization of Aryl Alkynes with Hydrosilanes via C-H Activation to Access Silyl-Substituted Indanones.Organic letters · 2026Article
- Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes.The Journal of organic chemistry · 2025Article
- Multiphoton tandem photoredox catalysis of [Ir(dFCFChemical science · 2024Article
- Conformational Flexibility as a Tool for Enabling Site-Selective Functionalization of UnactivatedJournal of the American Chemical Society · 2022Article
- Diverse synthesis of C2-linked functionalized molecules via molecular glue strategy with acetylene.Nature communications · 2022Article
Corrections and comments
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Authors and funding
5 authors at 5 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Hydrogen atom transfer (HAT) process is a powerful and effective strategy for activating C-H bonds followed by further functionalization. Intramolecular 1,n (n = 5 or 6)-HATs are common and frequently encountered in organic synthesis. However, intramolecular 1,n (n = 2 or 3)-HAT is very challenging due to slow kinetics. Compared to proton-shuttle process, which is well established for organic synthesis, hydrogen radical-shuttle (HRS) is unexplored. In this work, a HRS-enabled decarboxylative annulation of carbonyl compounds via photoredox catalysis for the synthesis of indanones is developed. This protocol features broad substrate scope, excellent functional group tolerance, internal hydrogen radical transfer, atom- and step-economy. Critical to the success of this process is the introduction of water, acting as both HRS and hydrogen source, which was demonstrated by mechanistic experiments and density functional theory (DFT) calculations. Importantly, this mechanistically distinctive HAT provides a complement to that of typical proton-shuttle-promoted, representing a breakthrough in hydrogen radical transfer, especially in the inherently challenging 1,2- or 1,3-HAT.
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Registered trials
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