Continuous‐Flow Synthesis of β‐Ketoesters and Successive Reactions in One‐Flow using Heterogeneous Catalysis

Kandasamy, Mohanraj; Ishitani, Haruro; Kobayashi, Shū

doi:10.1002/adsc.202200602

Cited by 5 publications

(1 citation statement)

References 48 publications

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“…Von cyclisierten Triterpenen nahm man bisher an, dass sie grundsätzlich aus dem Triterpen Squalen oder dessen Epoxid entstünden. 60) Auch in der Biokatalyse werden Flowsynthesen zunehmend angewendet. Pietruszka immobilisierte die 2-Deoxyribose-5-phosphataldolase (DERA) mit einem Halotag und erreichte damit die doppelte Aldoladdition, wobei chirale 3,5-Dihydroxyaldehyde entstehen.…”

Section: Naturstoff(total)syntheseunclassified

Trendbericht Organische Chemie 2023

Breugst¹,

Andexer²,

Beil³

et al. 2023

Nachr Chem

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Section: Naturstoff(total)syntheseunclassified

Trendbericht Organische Chemie 2023

Breugst¹,

Andexer²,

Beil³

et al. 2023

Nachr Chem

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Optimized design of macro‐microreactor for scale‐up of liquid–liquid chemical processes

Zhao,

Hu,

Wang

et al. 2024

AIChE Journal

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The scale‐up of microreactor‐based flow chemical process represents a grand challenge in chemical engineering. The small characteristic size (<1000 μm) of a typical microreactor leads to not only microscale effect (process intensification) but also low throughput. Here, we report macro‐microreactor to achieve scale‐up of liquid–liquid chemical operation with process intensification. By incorporating the designed internals based on computational fluid dynamics, the characteristic size of the macro‐microreactor is expanded into 3000–4000 μm. The optimized design of macro‐microreactor with helical‐shaped internal exhibits both similar or even stronger microscale effect and high throughput in contrast to the typical microreactor. For the liquid–liquid chemical process, seven times higher mass transfer coefficient and about half reduction of the pressure drop are realized. These macro‐microreactors would find further applications in industrial chemical manufacturing.

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Yb(OTf)₃ Anchored on Crosslinked Chitosan Microsphere: A Green Heterogenized Catalyst for the Synthesis of Bispiro‐Fused Heterocycles

Chen

Jiao

2023

Eur J Org Chem

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Using renewable biomass chitosan as a raw material, crosslinked chitosan microsphere (CCM) was prepared by inverse suspension, which was then immersed in the ethanol solution of Yb(OTf)3 to fabricate CCM‐supported Yb(OTf)3 (Yb(OTf)3@CCM). The three‐component [3+2] cycloaddition of isatins, tetrahydroisoquinolines and 5‐alkenyl rhodanines was developed with Yb(OTf)3@CCM as a green heterogeneous catalyst, which gave access to a suite of architecturally complex bispiro‐fused heterocycles merging four pharmacophores with moderate to excellent yields (50–96 %) and diastereoselectivities (up to 99 : 1 dr). The reaction mechanism was preliminarily clarified by controlled experiments and dynamic high‐resolution mass spectrometry studies. The synthetic potential of this protocol was proved by a gram‐scale reaction which furnished the product with comparable results (85 % yield and 72 : 28 dr). Moreover, the catalyst could be recovered just through filtering, washing and drying process, and reused five times with the catalytic activity remaining in an acceptable range (from 93 % to 73 % yield).

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Continuous‐Flow Synthesis of β‐Ketoesters and Successive Reactions in One‐Flow using Heterogeneous Catalysis

Abstract: Dedicate to Professor Andreas Pfaltz for his long-term great contribution to ASC as a founding member of the ASC EditorialBoard.

Cited by 5 publications

References 48 publications

Trendbericht Organische Chemie 2023

Trendbericht Organische Chemie 2023

Optimized design of macro‐microreactor for scale‐up of liquid–liquid chemical processes

Yb(OTf)₃ Anchored on Crosslinked Chitosan Microsphere: A Green Heterogenized Catalyst for the Synthesis of Bispiro‐Fused Heterocycles

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Continuous‐Flow Synthesis of β‐Ketoesters and Successive Reactions in One‐Flow using Heterogeneous Catalysis

Abstract: Dedicate to Professor Andreas Pfaltz for his long-term great contribution to ASC as a founding member of the ASC EditorialBoard.

Cited by 5 publications

References 48 publications

Trendbericht Organische Chemie 2023

Trendbericht Organische Chemie 2023

Optimized design of macro‐microreactor for scale‐up of liquid–liquid chemical processes

Yb(OTf)3 Anchored on Crosslinked Chitosan Microsphere: A Green Heterogenized Catalyst for the Synthesis of Bispiro‐Fused Heterocycles

Contact Info

Product

Resources

About

Yb(OTf)₃ Anchored on Crosslinked Chitosan Microsphere: A Green Heterogenized Catalyst for the Synthesis of Bispiro‐Fused Heterocycles