One-step Conversion of Levulinic Acid to Succinic Acid Using I2/t-BuOK System: The Iodoform Reaction Revisited
| Autor: | Kazunori Miyamoto, Masanobu Uchiyama, Ryo Takita, Ryosuke Kawasumi, Kenichi Tominaga, Shodai Narita |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Oxidative Demethylation
Multidisciplinary Ethanol 010405 organic chemistry Chemistry lcsh:R lcsh:Medicine One-Step Raw material 010402 general chemistry Iodoform 01 natural sciences 0104 chemical sciences Organic molecules chemistry.chemical_compound Succinic acid Levulinic acid Organic chemistry lcsh:Q lcsh:Science |
| Zdroj: | Scientific Reports, Vol 7, Iss 1, Pp 1-8 (2017) |
| ISSN: | 2045-2322 |
| DOI: | 10.1038/s41598-017-17116-4 |
| Popis: | The iodoform reaction has long been used as a qualitative test for acetyl and/or ethanol units in organic molecules. However, its synthetic applications are quite limited. Here, we describe a tuned iodoform reaction for oxidative demethylation reaction with I2 and t-BuOK in t-BuOH, in which in situ-generated t-BuOI serves as the chemoselective iodinating agent. This system enables one-step conversion of levulinic acid to succinic acid, a major four-carbon chemical feedstock. This oxidative demethylation is also applicable to other compounds containing an acetyl group/ethanol unit, affording the corresponding carboxylic acids in a selective manner. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|