ArticleThe Journal of organic chemistry2024
Direct Synthesis of 2-Hydroxytrifluoroethylacetophenones via Organophotoredox-Mediated Net-Neutral Radical/Polar Crossover.
Article in The Journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Functionalization reactions of styrene and styrene derivatives.RSC advances · 2026Review
- Activation of alcohols as sulfonium salts in the photocatalytic hetero-difunctionalization of alkenes.Nature chemistry · 2026Article
- Organophotoredox Dioxygenation of Alkenes via ROH···F-ActivatedOrganic letters · 2025Article
- Organophotoredox-Driven Three-Component Synthesis of β-Trifluoromethyl β-Amino Ketones†.The Journal of organic chemistry · 2025Article
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Authors and funding
8 authors.
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Abstract
Alkene difunctionalization is a very attractive tool in synthetic organic chemistry. Herein, we disclose an operationally and practically simple method to access 2-hydroxytrifluoroethylacetophenones from styrene derivatives via photoredox catalysis. This light-mediated transformation promotes the generation of the 1-hydroxy-2,2,2-trifluoroethyl carbon-centered radical as key synthon, which undergoes Giese addition with styrenes followed by a Kornblum oxidation process. The presented method is not only mild and cost-effective, but also utilizes an organic photocatalyst and DMSO as oxidant. Experimental investigations support the operative mechanism via net-neutral radical/polar crossover.
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