Improved Xanthone Synthesis, Stepwise Chemical Redox Cycling
| Autor: | Cyprian I Pavlich, Alexander J Boley, P Rogelio Escamilla, James L. Bachman, Eric V. Anslyn |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Xanthene
Molecular Structure 010405 organic chemistry Extramural Xanthones Organic Chemistry chemistry.chemical_element Oxidation reduction 010402 general chemistry Iodine 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Rhodamine chemistry.chemical_compound chemistry Xanthone Molecule Physical and Theoretical Chemistry Oxidation-Reduction Redox cycling Fluorescent Dyes |
| Zdroj: | Organic Letters. 21:206-209 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.8b03661 |
| Popis: | A base-catalyzed direct oxidation of rhodamine, carborhodamine, and siliconrhodamine pyronines to the corresponding xanthones is studied. This methodology utilizes addition of water to split pyronines into xanthone and reduced xanthene, the latter of which is returned to pyronine by oxidation with iodine. The transformation is general, working on the three most recalcitrant versions of N, N, N', N'-tetramethylpyronines in good to excellent yields. |
| Databáze: | OpenAIRE |
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