Delivering enhanced efficiency in the synthesis of α-diazosulfoxides by exploiting the process control enabled in flow
| Autor: | Benjamin J. Deadman, Anita R. Maguire, Patrick G. McCaw, Stuart G. Collins |
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| Rok vydání: | 2016 |
| Předmět: |
Green chemistry
Work (thermodynamics) solid-phase synthesis Solid-phase synthesis residence time control Chemistry Multidisciplinary BETA-OXO SULFOXIDES Flow (psychology) 010402 general chemistry 01 natural sciences MULTISTEP ORGANIC-SYNTHESIS Immobilised base Continuous flow Process control continuous flow TECHNOLOGY Fluid Flow and Transfer Processes Reaction conditions immobilized base Science & Technology 010405 organic chemistry Chemistry AZIDE Organic Chemistry Diazo transfer sulfoxides Decomposition 0104 chemical sciences PRODUCTS Safety profile Chemical engineering Chemistry (miscellaneous) Sulfoxides DIAZO-COMPOUNDS Physical Sciences REACTORS SULFINE CHEMISTRY Residence time control diazo transfer GENERATION |
| Popis: | Continuous-flow generation of α-diazosulfoxides results in a two- to three-fold increase in yields and decreased reaction times compared to standard batch synthesis methods. These high yielding reactions are enabled by flowing through a bed of polystyrene-supported base (PS-DBU or PS-NMe2) with highly controlled residence times. This engineered solution allows the α-diazosulfoxides to be rapidly synthesized while limiting exposure of the products to basic reaction conditions, which have been found to cause rapid decomposition. In addition to improved yields, this work has the added advantage of ease of processing, increased safety profile, and scale-up potential. |
| Databáze: | OpenAIRE |
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