Versatile and scalable synthesis of cyclic organic carbonates under organocatalytic continuous flow conditions

A solvent-free organocatalyzed process for the transesterification of dimethyl carbonate (DMC) with 1,2-diols under scalable continuous flow conditions.

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A Multi-Step Continuous Flow Process for the N-Demethylation of Alkaloids

Australian Journal of Chemistry ◽

10.1071/ch12463 ◽

2013 ◽

Vol 66 (2) ◽

pp. 178 ◽

Cited By ~ 13

Author(s):

Yuji Nakano ◽

G. Paul Savage ◽

Simon Saubern ◽

Peter J. Scammells ◽

Anastasios Polyzos

Keyword(s):

Continuous Flow ◽

Flow Conditions ◽

Flow Process ◽

Continuous Flow Process

Dextromethorphan was N-demethylated using the non-classical Polonovski reaction under continuous flow conditions, in two steps: initial N-oxidation with m-chloroperbenzoic acid followed by iron-catalysed N-demethylation of the resulting N-oxide.

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Metal-porphyrin catalyzed aziridination of α-methylstyrene: Batch vs. flow process

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s1088424617500365 ◽

2017 ◽

Vol 21 (04-06) ◽

pp. 381-390 ◽

Cited By ~ 6

Author(s):

Daniela Intrieri ◽

Sergio Rossi ◽

Alessandra Puglisi ◽

Emma Gallo

Keyword(s):

Dft Calculations ◽

Continuous Flow ◽

Flow System ◽

Reaction Times ◽

Batch Process ◽

Porphyrin Ring ◽

Flow Conditions ◽

Metal Porphyrin ◽

Flow Process ◽

Influence Of Substituents

This work describes the aziridination process of [Formula: see text]-methylstyrene by using electron poor aromatic azides in the presence of metal-based porphyrins as catalysts. Different ruthenium and cobalt-based porphyrins were successfully employed for the synthesis of [Formula: see text]-aryl aziridines performed under a traditional batch methodology and under continuous flow conditions. In general, yields obtained using ruthenium-based catalysts in a traditional batch process were higher than those observed when the reaction was performed under flow conditions. However, cobalt-based porphyrins showed better activities and short reaction times when employed in a flow system process. DFT calculations were also performed in order to understand the influence of substituents on the porphyrin ring in the aziridination process.

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A Continuous-Flow, Two-Step, Metal-Free Process for the Synthesis of Differently Substituted Chiral 1,2-Diamino Derivatives

Synthesis ◽

10.1055/s-0036-1591911 ◽

2018 ◽

Vol 50 (07) ◽

pp. 1430-1438

Author(s):

Maurizio Benaglia ◽

Margherita Pirola ◽

Maria Compostella ◽

Laura Raimondi ◽

Alessandra Puglisi

Keyword(s):

Continuous Flow ◽

Catalytic Synthesis ◽

Flow Conditions ◽

Reaction Conditions ◽

Flow Process ◽

Preliminary Screening ◽

Metal Free ◽

Free Process ◽

Continuous Flow Process ◽

Nitro Reduction

The enantioselective organocatalytic reduction of aryl-substituted nitroenamines was successfully performed under continuous-flow conditions. After a preliminary screening with a 10-μL microreactor, to establish the best reaction conditions, the reduction was scaled up in a 0.5-mL mesoreactor, without appreciable loss of enantioselectivity, that remained constantly higher than 90%. The in-flow nitro reduction was also accomplished, either by Raney nickel catalyzed hydrogenation or by a metal-free methodology based on the use of the very inexpensive and readily available reducing agent trichlorosilane. The final aim is to develop a two-step, continuous-flow process for the stereoselective, metal-free, catalytic synthesis of differently functionalized chiral 1,2-diamines.

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Generation and Use of Pyrylium Tetrafluoroborates in Polymerization under Continuous-Flow Conditions

Synfacts ◽

10.1055/s-0040-1720492 ◽

2021 ◽

Vol 17 (05) ◽

pp. 0593

Keyword(s):

Continuous Flow ◽

Flow Conditions

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Metal–organic frameworks for the removal of the emerging contaminant atenolol under real conditions

Dalton Transactions ◽

10.1039/d0dt03637d ◽

2021 ◽

Vol 50 (7) ◽

pp. 2493-2500

Author(s):

Sara Rojas ◽

Jorge A. R. Navarro ◽

Patricia Horcajada

Keyword(s):

Continuous Flow ◽

Metal Organic Frameworks ◽

Fixed Bed ◽

Emerging Contaminant ◽

Flow Conditions ◽

Metal Organic ◽

Fixed Bed System

A defective Metal-Organic Frameworks as an improved material for the construction of a fixed-bed system working under continuous flow conditions for the removal of the emerging contaminant atenolol.

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Formation and Utility of Reactive Ketene Intermediates Under Continuous Flow Conditions

Tetrahedron ◽

10.1016/j.tet.2021.132305 ◽

2021 ◽

pp. 132305

Author(s):

Harry R. Smallman ◽

Jamie A. Leitch ◽

Tom McBride ◽

Steven V. Ley ◽

Duncan L. Browne

Keyword(s):

Continuous Flow ◽

Flow Conditions

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Achieving selectivity in porphyrin bromination through a DoE-driven optimization under continuous flow conditions

Journal of Flow Chemistry ◽

10.1007/s41981-020-00131-4 ◽

2020 ◽

Author(s):

Paolo Zardi ◽

Michele Maggini ◽

Tommaso Carofiglio

Keyword(s):

Reaction Time ◽

Design Of Experiment ◽

Continuous Flow ◽

Optimization Process ◽

Porphyrin Ring ◽

Flow Conditions ◽

Reaction Parameters ◽

Synthetic Procedure ◽

Relevant Factors ◽

Post Functionalization

AbstractThe post-functionalization of porphyrins through the bromination in β position of the pyrrolic rings is a relevant transformation because the resulting bromoderivatives are useful synthons to covalently link a variety of chemical architectures to a porphyrin ring. However, single bromination of porphyrins is a challenging reaction for the abundancy of reactive β-pyrrolic positions in the aromatic macrocycle. We herein report a synthetic procedure for the efficient preparation of 2-bromo-5,10,15,20-tetraphenylporphyrin (1) under continuous flow conditions. The use of flow technology allows to reach an accurate control over critical reaction parameters such as temperature and reaction time. Furthermore, by performing the optimization process through a statistical DoE (Design of Experiment) approach, these parameters could be properly adjusted with a limited number of experiments. This process led us to a better understanding of the relevant factors that govern porphyrins monobromination and to obtain compound 1 with an unprecedent 80% yield.

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