Continuous‐Flow Synthesis of the Anti‐Malaria Drug Artemisinin

Lévesque, François; Seeberger, Peter H.

doi:10.1002/anie.201107446

Cited by 487 publications

(238 citation statements)

References 22 publications

(16 reference statements)

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“…Lévesque and Seeberger proposed a continuous-flow alternative with 65-70% overall yield [91]. Another interesting application is the synthesis of intermediate active species such as the Vilsmeier-Haack reagents for the production of anhydrides under mild conditions [92].…”

Section: Photochemistry and Photocatalysismentioning

confidence: 99%

Chemical reaction engineering, process design and scale-up issues at the frontier of synthesis: Flow chemistry

Rossetti

Compagnoni

2016

Chemical Engineering Journal

182

102

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Flow chemistry has been proposed in modern organic chemistry as a mean for process intensification, to improve the control over reaction performance and to achieve higher yield. However, many open issues can be evidenced regarding the true possibility of scale-up, as well as currently lacking information for process design and economical evaluation. This review proposes some recent examples of flow synthesis deepening in particular the scale-up and engineering issues. Required information is evidenced, as well as some transport and kinetic data required for the practical implementation of the results.

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Section: Photochemistry and Photocatalysismentioning

confidence: 99%

Chemical reaction engineering, process design and scale-up issues at the frontier of synthesis: Flow chemistry

Rossetti

Compagnoni

2016

Chemical Engineering Journal

182

102

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“…[55][56][57] Using a photochemical reactor, an unconventional route could be developed to Ibuprofen via a photo-Favorskii rearrangement. 58 Continuous flow electrochemistry was used as an enabling technology in the synthesis of the indole alkaloid Nazlinine and its analogues.…”

Section: Reactor Type Mattersmentioning

confidence: 99%

The route from problem to solution in multistep continuous flow synthesis of pharmaceutical compounds

Bana

Örkényi

Lövei

et al. 2017

Bioorganic & Medicinal Chemistry

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a b s t r a c tRecent advances in the field of continuous flow chemistry allow the multistep preparation of complex molecules such as APIs (Active Pharmaceutical Ingredients) in a telescoped manner. Numerous examples of laboratory-scale applications are described, which are pointing towards novel manufacturing processes of pharmaceutical compounds, in accordance with recent regulatory, economical and quality guidances. The chemical and technical knowledge gained during these studies is considerable; nevertheless, connecting several individual chemical transformations and the attached analytics and purification holds hidden traps. In this review, we summarize innovative solutions for these challenges, in order to benefit chemists aiming to exploit flow chemistry systems for the synthesis of biologically active molecules.

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“…10,11 Indeed, this modality has previously been used to generate and process singlet oxygen by ourselves 3 and others. 12,13 However, to date, the key problem with these approaches relates to oxygen mass transport. In single microfluidic reactors, combining flows of oxygen and reaction mixtures is not challenging.…”

Section: ■ Introductionmentioning

confidence: 99%

Through-Wall Mass Transport as a Modality for Safe Generation of Singlet Oxygen in Continuous Flows

Elvira

Wootton

Reis

et al. 2013

ACS Sustainable Chem. Eng.

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Singlet oxygen, a reactive oxygen species, has been a basic synthetic tool in the laboratory for many years. It can be generated either through a chemical process or most commonly via a photochemical process mediated by a sensitizing dye. The relative paucity of singlet oxygen employment in fine chemical industrial settings can be attributed to many factors, not least the requirement for excessive quantities of oxygenated organic solvents and the dangers that these represent. Microcapillary films (MCFs) are comprised of multiple parallel channels embedded in a plastic film. In this study, MCFs are employed as flow reactor systems for the singlet oxygen mediated synthesis of ascaridole. No gaseous oxygen is supplied directly to the reaction, rather mass transport occurs exclusively through the reactor walls. The rate of production of ascaridole was found to be strongly dependent on the partial pressure of oxygen present within the reaction system. This methodology significantly simplifies reactor design, allows for increased safety of operation, and provides for space−time yields over 20 times larger than the corresponding bulk synthesis.

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Continuous‐Flow Synthesis of the Anti‐Malaria Drug Artemisinin

Cited by 487 publications

References 22 publications

Chemical reaction engineering, process design and scale-up issues at the frontier of synthesis: Flow chemistry

Chemical reaction engineering, process design and scale-up issues at the frontier of synthesis: Flow chemistry

The route from problem to solution in multistep continuous flow synthesis of pharmaceutical compounds

Through-Wall Mass Transport as a Modality for Safe Generation of Singlet Oxygen in Continuous Flows

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