Microwave assisted alkylation of ortho-methyl-tetra-C-naphthyl-resorcinarene and its phosphorylated derivatives with haloalkanes and ethyl bromoacetate
| Autor: | Olga S. Serkova, Valentina V. Glushko, M. A. Egorova, Vera I. Maslennikova |
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| Rok vydání: | 2018 |
| Předmět: |
inorganic chemicals
biology 010405 organic chemistry organic chemicals Organic Chemistry Ethyl acetate Resorcinarene Alkylation 010402 general chemistry biology.organism_classification 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences carbohydrates (lipids) Ethyl bromoacetate chemistry.chemical_compound chemistry Amide Drug Discovery Molecule Tetra lipids (amino acids peptides and proteins) heterocyclic compounds Benzene |
| Zdroj: | Tetrahedron Letters. 59:2586-2589 |
| ISSN: | 0040-4039 |
| Popis: | Tetra- and octa-phosphinanyl-ortho-methyl-tetra-C-naphthyl-resorcinarenes were alkylated with haloalkanes and ethyl bromoacetate. In all cases, the reactions followed the Michaelis-Arbuzov pathway to give phosphonates with haloalkyl groups at the periphery of the molecule. The O-alkylation of tetra-phosphato-ortho-methyl-tetra-C-naphthyl-resorcinarene with ethyl bromoacetate afforded a derivative with different functional sites at the horizontal and vertical benzene rings of the macrocycle, that is, phosphate and ethyl acetate sites, respectively. The exhaustive O-alkylation of ortho-methyl-tetra-C-naphthyl-resorcinarene afforded the octa(ethyl acetate) derivative, which was quantitatively transformed into the corresponding acid and amide. |
| Databáze: | OpenAIRE |
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