Flow synthesis of oxadiazoles coupled with sequential in-line extraction and chromatography

• Kian Donnelly and
• Marcus Baumann

Beilstein J. Org. Chem. 2022, 18, 232–239, doi:10.3762/bjoc.18.27

• an integrated quenching and extraction step. Lastly, the use of an automated in-line chromatography system was exploited to realise a powerful flow platform for the generation of the heterocyclic targets. Keywords: chromatography; flow synthesis; in-line purification; oxadiazole; reaction

• test the system using various substrates (Scheme 6). Compounds 2b, 2f, and 2h were all subjected to the reaction conditions and isolated in comparable yields to previous experiments, following in-line quench and in-line purification. In addition to increasing efficiency by removing manual unit

• operations, the incorporation of the in-line purification system allowed for isolation of pure material in approximately 100 minutes (from substrate vial to pure product) on a 1 mmol scale. To determine the effect of scale on the system, 2j was processed on a 2 mmol scale (0.5 g) with no loss in efficiency

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

• Guido Gambacorta,
• James S. Sharley and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2021, 17, 1181–1312, doi:10.3762/bjoc.17.90

• temperature and pressure range access, the potential for in-line purification, monitoring and telescoping, linear scalability and more efficient mixing. These applications are very attractive for a synthetic chemist in all settings, especially considering the current ever-increasing industrial pressure to

• such as membrane-based continuous separators [52][53][54][55] has come a long way in aiding with in-line purification and work-up issues. Table 4 provides a general summary list of advantages and disadvantages of a flow approach. There are multiple possible configuration and module combinations of

Coupling biocatalysis with high-energy flow reactions for the synthesis of carbamates and β-amino acid derivatives

• Alexander Leslie,
• Thomas S. Moody,
• Megan Smyth,
• Scott Wharry and
• Marcus Baumann

Beilstein J. Org. Chem. 2021, 17, 379–384, doi:10.3762/bjoc.17.33

• library of these versatile carbamate building blocks (3, ca. 1 mmol scale), we decided to apply a scavenger column to perform in-line purification. This was achieved as previously reported [22] based on a mixture of Amberlyst A21 (a tertiary amine, ca. 2 equiv) and Amberlyst A15 (a sulfonic acid, ca. 2

• benzyl carbamate with a second molecule of isocyanate (Scheme 2). Importantly, as the scavenger-based in-line purification approach was successful in removing all acidic or basic species, we decided to not optimize individual Curtius rearrangement reactions, but instead focus on developing an efficient

The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry

• Marcus Baumann and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2015, 11, 1194–1219, doi:10.3762/bjoc.11.134

• chemicals, the small contained reactor units and the ability to install real time monitoring of the system leading to rapid identification of problems and the instigation of automated safe shutdown protocols. Furthermore, the use of direct in-line purification and analysis techniques can be implemented thus

• including in-line purification and in-line analysis, both being crucial in order the achieve multistep flow synthesis. As the reader will see in the following part of this review, further advancements are geared towards more readily scaled processes and will also include the development of new devices

• ]. The synthesis of a small collection of imidazo[1,2-a]pyridine derivatives was realised through the application of different scavenger resins for in-line purification as well as a number of liquid handlers to orchestrate the library synthesis effort (Scheme 24). Using this semi-automated process a

Flow microreactor synthesis in organo-fluorine chemistry

• Hideki Amii,
• Aiichiro Nagaki and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2013, 9, 2793–2802, doi:10.3762/bjoc.9.314

• production of PET agents with automation and ease of in-line purification is suitable for hospital use. To date, continuous flow microreactor technology has shown potential for synthesis of [18F]-radiolabeled molecular imaging probes such as [18F]FDG, [18F]fallypride, [18F]annexin, and so on, which were made

An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles

• Marcus Baumann and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2013, 9, 2265–2319, doi:10.3762/bjoc.9.265