ArticleNature communications2021
Photo-induced catalytic halopyridylation of alkenes.
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.
- Photocatalytic streamlined dual-functional group transfer from cyanopyridine to internal alkynes.Nature communications · 2025Article
- Visible light-induced chemoselective 1,2-diheteroarylation of alkenes.Nature communications · 2024Article
- Photocatalytic redox-neutral selective single C(spChemical science · 2023Article
- Photo-induced imino functionalizations of alkenesChemical science · 2023Article
- Meerwein-type Bromoarylation with Arylthianthrenium Salts.Angewandte Chemie (International ed. in English) · 2022Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
The Mizoroki-Heck reaction and its reductive analogue are staples of organic synthesis, but the ensuing products often lack a chemical handle for further transformation. Here we report an atom-economical cross-coupling of halopyridines and unactivated alkenes under photoredox catalysis to afford a series of alkene halopyridylation products. This protocol with mild and redox neutral conditions contributes broad substrate scope. As a complement to conventional Heck-type reaction, this radical process avoids the involvement of β-H elimination and thus useful pyridyl and halide groups could be simultaneously and regioselectively incorporated onto alkenes. The success depends on TFA-promoted domino photocatalytic oxidative quenching activation and radical-polar crossover pathway. Plausible mechanism is proposed based on mechanistic investigations. Moreover, the reserved C - X bonds of these products are beneficial for performing further synthetic elaborations.
Identifiers
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Registered trials
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