Indium(iii) as π-acid catalyst for the electrophilic activation of carbon-carbon unsaturated systems
| Autor: | Lorena Alonso-Marañón, José Pérez Sestelo, Luis A. Sarandeses, M. Montserrat Martínez |
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| Rok vydání: | 2018 |
| Předmět: |
inorganic chemicals
Nucleophilic addition Enyne 010405 organic chemistry Chemistry Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis Cycloisomerization Electrophile Hydroamination Physical and Theoretical Chemistry Indium Hydroalkoxylation |
| Zdroj: | Organicbiomolecular chemistry. 16(32) |
| ISSN: | 1477-0539 |
| Popis: | This review focuses on the utilization of indium(iii) as π-acid for the activation of C-C unsaturated bonds in organic synthesis. In addition to its well-known σ-coordination with carbonyl derivatives, indium(iii) undergoes efficient π-coordination with unsaturated systems to trigger nucleophilic addition. Accordingly, indium(iii) halides and salts (InX3, X = Cl, Br, I, OTf, ONf, NTf2) have been reported as useful catalysts for a broad range of carbon-carbon and carbon-heteroatom bond formation reactions, including hydrofunctionalization (hydroarylation, hydroamination, hydroalkoxylation, and hydrothiolation), enyne cycloisomerization, and related reactions. In these reactions the counterion has a significant effect on the catalytic activity, and the development of novel In(iii) complexes and the generation of highly electrophilic cationic indium(iii) species has increased its synthetic applications as a π-acid catalyst. |
| Databáze: | OpenAIRE |
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