Recent advances in continuous-flow organocatalysis for process intensification

Risi, Carmela De; Bortolini, Olga; Brandolese, Arianna; Carmine, Graziano Di; Ragno, Daniele; Massi, Alessandro

doi:10.1039/d0re00076k

Cited by 73 publications

(38 citation statements)

References 203 publications

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“…[ 7 , 8 ] Another advantage is that continuous flow systems can be composed of different modules (different reactor types), which can enable the combination of a broad range of chemistries that are incompatible under batch conditions (Figure 1 ). [9] Further to this, the utilization of continuous flow systems facilitates the integration of several reaction steps resulting in telescoped synthetic sequences. [10] …”

Section: Introductionmentioning

confidence: 99%

Development of Continuous Flow Systems to Access Secondary Amines Through Previously Incompatible Biocatalytic Cascades**

et al. 2021

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A key aim of biocatalysis is to mimic the ability of eukaryotic cells to carry out multistep cascades in a controlled and selective way. As biocatalytic cascades get more complex, reactions become unattainable under typical batch conditions. Here a number of continuous flow systems were used to overcome batch incompatibility, thus allowing for successful biocatalytic cascades. As proof‐of‐principle, reactive carbonyl intermediates were generated in situ using alcohol oxidases, then passed directly to a series of packed‐bed modules containing different aminating biocatalysts which accordingly produced a range of structurally distinct amines. The method was expanded to employ a batch incompatible sequential amination cascade via an oxidase/transaminase/imine reductase sequence, introducing different amine reagents at each step without cross‐reactivity. The combined approaches allowed for the biocatalytic synthesis of the natural product 4O‐methylnorbelladine.

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Section: Introductionmentioning

confidence: 99%

Development of Continuous Flow Systems to Access Secondary Amines Through Previously Incompatible Biocatalytic Cascades**

et al. 2021

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“…7,8 Another advantage is that continuous flow systems can be composed of different modules (different reactor types), which can enable the combination of a broad range of chemistries that are incompatible under batch conditions (Figure 1). 9 Further to this, the utilization of continuous flow systems facilitates the integration of several reaction steps resulting in telescoped synthetic sequences. 10 Issues that arise with analytical biotransformations not being translatable to scale or different biocatalytic reaction types being incompatible, has led to the emergence of continuous flow biocatalysis as a favorable option to alleviate these issues.…”

Section: Mainmentioning

confidence: 99%

Production of High Value Amine Intermediates via Biocatalytic Cascades in Continuous Flow

Mattey¹,

ford²,

Citoler³

et al. 2021

Preprint

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<div> <p>A key aim of biocatalysis is to mimic the ability of eukaryotic cells to carry out compartmentalized multistep cascades in a controlled and selective way. As biocatalytic cascades get longer and more complex, reactions become unattainable under typical batch conditions. Here a continuous flow multipoint injection reactor was combined with switching valves to overcome batch incompatibility, thus allowing for successful biocatalytic reaction cascades. As proof-of-principle, several reactive carbonyl intermediates were generated <i>in situ </i>using galactose oxidase and engineered choline oxidases, then passed directly to a series of packed-bed modules containing different aminating biocatalysts which accordingly produced a range of structurally distinct amines. The method was expanded to employ a batch incompatible sequential amination cascade <i>via </i>an oxidase-transaminase-imine reductase sequence, introducing different amine reagents at each step without cross reactivity. The combined approaches allowed for the biocatalytic synthesis of the natural product alkaloid precursor 4O-methylnorbelladine. The flow biocatalysis platform shown here significantly increases the scope of novel biocatalytic cascades, removing previous limitations due to reaction and reagent batch incompatibility.</p> </div> <b><br></b>

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“…A functional unit of the continuous-flow system is a micro-reactor, built mainly for small-scale reactions that involve two or more reagents that need mixing (Ref 4). This systemÕs benefits include reduced reaction period, optimization, cost-effectiveness, portability, and minimal reagent consumption when compared with the batch system ( Ref 4,5). Therefore, continuous-flow microfluidic reactors have not only addressed the drawbacks associated with the conventional batch system but have also brought about a fast, safe, handy means of carrying out synthesis and catalysis (Ref 6,7).…”

Section: Introductionmentioning

confidence: 99%

Continuous-Flow Catalytic Degradation of Hexacyanoferrate Ion through Electron Transfer Induction in a 3D-Printed Flow Reactor

Onisuru

Alimi

Potgieter

et al. 2021

J. of Materi Eng and Perform

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The benefits of 3D-printing technology in the manufacturing of laboratory equipment, in particular catalytic applications, have recently been brought to the limelight. In this paper, continuous-flow reaction devices consisting of syringe pumps and flow reactors were fabricated using a 3D-printing technique which aims at circumventing the high cost of procuring the convectional reactors for catalytic reactions. Mesoporous manganese metal oxide (MnMMO) and mesoporous cobalt metal oxide (CoMMO) catalysts were synthesized and fully characterized. The catalytic activity of the prepared nanocatalysts was evaluated in a continuous-flow operation using an in-house 3D-printed flow device for the reduction of hexacyanoferrate ion into a useful intermediate compound industrially. Different reaction parameters such as flow rates, temperature, and catalyst amount were investigated for the systemÕs optimization. The result showed an impressive output with an outstanding conversion of 94.1% hexacyanoferrate ion in 6-minute reaction time. Also, the excellent stability of five-run reusability on hexacyanoferrate ion was performed in a safe, faster, and well-controlled microenvironment.

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Recent advances in continuous-flow organocatalysis for process intensification

Abstract: The progresses on continuous-flow organocatalysis from 2016 to early 2020 are reviewed with focus on transition from batch to flow.

Cited by 73 publications

References 203 publications

Development of Continuous Flow Systems to Access Secondary Amines Through Previously Incompatible Biocatalytic Cascades**

Development of Continuous Flow Systems to Access Secondary Amines Through Previously Incompatible Biocatalytic Cascades**

Production of High Value Amine Intermediates via Biocatalytic Cascades in Continuous Flow

Continuous-Flow Catalytic Degradation of Hexacyanoferrate Ion through Electron Transfer Induction in a 3D-Printed Flow Reactor

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