ArticleChemical science2017
A new face of phenalenyl-based radicals in the transition metal-free C-H arylation of heteroarenes at room temperature: trapping the radical initiator
Article in Chemical science, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Unveiling the Significance of tert-Butoxides in Transition Metal-Free Cross-Coupling Reactions.Topics in current chemistry (Cham) · 2024Review
- Synthesis and reactivity of the di(9-anthryl)methyl radical.Beilstein journal of organic chemistry · 2024Article
- FeInternational journal of molecular sciences · 2021Article
- Lewis acid mediated, mild C-H aminoalkylation of azolesChemical science · 2021Article
- Switching between mono and doubly reduced odd alternant hydrocarbon: designing a redox catalyst.Chemical science · 2020Article
- Small organic molecules with tailored structures: initiators in the transition-metal-free C-H arylation of unactivated arenes.RSC advances · 2020Article
- Storing redox equivalent in the phenalenyl backbone towards catalytic multi-electron reduction.Chemical science · 2019Article
- Article
- KOMolecules (Basel, Switzerland) · 2018Article
- Tuning the redox non-innocence of a phenalenyl ligand toward efficient nickel-assisted catalytic hydrosilylation.Chemical science · 2018Article
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The radical-mediated transition metal-free approach for the direct C-H bond functionalization of arenes is considered as a cost effective alternative to transition metal-based catalysis. An organic ligand-based radical plays a key role by generating an aryl radical which undergoes a subsequent functionalization process. The design principle of the present study takes advantage of a relatively stable odd alternant hydrocarbon-based phenalenyl (PLY) radical. In this study, the first transition metal-free catalyzed direct C-H arylation of a variety of heteroarenes such as azoles, furan, thiophene and pyridine at room temperature has been reported using a phenalenyl-based radical without employing any photoactivation step. This protocol has been successfully applied to the gram scale synthesis of core moieties of bioactive molecules. The phenalenyl-based radical initiator has been characterized crystallographically by trapping it
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