On-Demand Generation and Use in Continuous Synthesis of the Ambiphilic Nitrogen Source Chloramine
| Autor: | Evan D. Styduhar, Laurel M. Heckman, Kelley E. Danahy, Timothy F. Jamison, Aria M. Fodness |
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| Rok vydání: | 2020 |
| Předmět: |
Chloramine
Aqueous solution 010405 organic chemistry Nitrogen Organic Chemistry Inorganic chemistry Chloramines 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Ammonia Kinetics chemistry On demand Sodium hypochlorite Physical and Theoretical Chemistry Nitrogen source Hydrophobic and Hydrophilic Interactions |
| Zdroj: | Organic letters. 22(21) |
| ISSN: | 1523-7052 |
| Popis: | Herein, we demonstrate the on-demand synthesis of chloramine from aqueous ammonia and sodium hypochlorite solutions, and its subsequent utilization as an ambiphilic nitrogen source in continuous-flow synthesis. Despite its advantages in cost and atom economy, chloramine has not seen widespread use in batch synthesis due to its unstable and hazardous nature. Continuous-flow chemistry, however, provides an excellent platform for generating and handling chloramine in a safe, reliable, and inexpensive manner. Unsaturated aldehydes are converted to valuable aziridines and nitriles, and thioethers are converted to sulfoxides, in moderate to good yields and exceedingly short reaction times. In this telescoped process, chloramine is generated |
| Databáze: | OpenAIRE |
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