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Professor Ian Baxendale's Outputs (17)

Continuous-Flow Synthesis of 2H-Azirines and Their Diastereoselective Transformation to Aziridines (2015)
Journal Article
Baumann, M., & Baxendale, I. R. (2016). Continuous-Flow Synthesis of 2H-Azirines and Their Diastereoselective Transformation to Aziridines. Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, 27(01), 159-163. https://doi.org/10.1055/s-0035-1560391

Using continuous-flow techniques, a small collection of 2H-azirines was prepared from oxime precursors via mesylation and base-promoted cyclisation. The 2H-azirines were either isolated after in-line purification or derivatised into a selection of 2-... Read More about Continuous-Flow Synthesis of 2H-Azirines and Their Diastereoselective Transformation to Aziridines.

Online quantitative mass spectrometry for the rapid adaptive optimisation of automated flow reactors (2015)
Journal Article
Holmes, N., Akien, G. R., Savage, R. J., Stanetty, C., Baxendale, I. R., Blacker, A. J., …Bourne, R. A. (2016). Online quantitative mass spectrometry for the rapid adaptive optimisation of automated flow reactors. Reaction Chemistry and Engineering, 1(1), 96-100. https://doi.org/10.1039/c5re00083a

An automated continuous reactor for the synthesis of organic compounds, which uses online mass spectrometry (MS) for reaction monitoring and product quantification, is presented. Quantitative and rapid MS monitoring was developed and calibrated using... Read More about Online quantitative mass spectrometry for the rapid adaptive optimisation of automated flow reactors.

Synthesis of 1,3,6-Trisubstituted Azulenes (2015)
Journal Article
Leino, T. O., Baumann, M., Yli-Kauhaluoma, J., Baxendale, I. R., & Wallén, E. A. A. (2015). Synthesis of 1,3,6-Trisubstituted Azulenes. Journal of Organic Chemistry, 80(22), https://doi.org/10.1021/acs.joc.5b02271

We have developed a short, general synthetic route to 1,3,6-trisubstituted azulenes. The key intermediate, 6-methylazulene, was synthesized from readily available and inexpensive starting materials in 63% yield over two steps. The methyl group of 6-m... Read More about Synthesis of 1,3,6-Trisubstituted Azulenes.

Controlled Flow Precipitation as a Valuable Tool for Synthesis (2015)
Journal Article
Filipponi, P., Gioiello, A., & Baxendale, I. R. (2016). Controlled Flow Precipitation as a Valuable Tool for Synthesis. Organic Process Research and Development, 20(2), 371-375. https://doi.org/10.1021/acs.oprd.5b00331

In most standard flow process, the formation of solids represents a major problem often leading to obstruction of the flow device and reactor shutdown. However, many reactions produce solid products, and therefore finding ways to process these materi... Read More about Controlled Flow Precipitation as a Valuable Tool for Synthesis.

Batch and Flow Synthesis of Pyrrolo[1,2-a]-quinolines via an Allene-Based Reaction Cascade (2015)
Journal Article
Baumann, B., & Baxendale, I. (2015). Batch and Flow Synthesis of Pyrrolo[1,2-a]-quinolines via an Allene-Based Reaction Cascade. Journal of Organic Chemistry, 80(21), 10806-10816. https://doi.org/10.1021/acs.joc.5b01982

An efficient reaction cascade delivering a series of pyrrolo[1,2-a]quinolines bearing phosphonate or phosphine oxide moieties is presented. This sequence exploits the in situ transformation of propargylic alcohols into transient allenes by means of a... Read More about Batch and Flow Synthesis of Pyrrolo[1,2-a]-quinolines via an Allene-Based Reaction Cascade.

Total syntheses of natural products containing spirocarbocycles (2015)
Journal Article
Smith, L., & Baxendale, I. (2015). Total syntheses of natural products containing spirocarbocycles. Organic and Biomolecular Chemistry, 13(39), 9907-9933. https://doi.org/10.1039/c5ob01524c

The structures of natural products from a variety of sources contain spirocycles, two rings that share a common atom. The spiro motif is finding increasing inclusion in drug candidates, and as a structural component in several promising classes of ch... Read More about Total syntheses of natural products containing spirocarbocycles.

A Short Multi-step Flow Synthesis of a Potential Spirocyclic Fragrance Component (2015)
Journal Article
Baxendale, I. (2015). A Short Multi-step Flow Synthesis of a Potential Spirocyclic Fragrance Component. Chemical Engineering & Technology, 38(10), 1713-1716. https://doi.org/10.1002/ceat.201500255

The search for novel chemical architectures displaying improved biological properties is a never-ending synthetic challenge. In this context many new test structures are often conceived by selecting and replicating specific design elements from natur... Read More about A Short Multi-step Flow Synthesis of a Potential Spirocyclic Fragrance Component.

The Use of Gases in Flow Synthesis (2015)
Journal Article
Mallia, C., & Baxendale, I. (2016). The Use of Gases in Flow Synthesis. Organic Process Research and Development, 20(2), 327-360. https://doi.org/10.1021/acs.oprd.5b00222

This review will highlight the potential benefits that can be leveraged by using flow chemistry to allow a safer and more efficient way of using gases in research. An overview of the different approaches used to introduce gases into flow reactors is... Read More about The Use of Gases in Flow Synthesis.

The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry (2015)
Journal Article
Baumann, M., & Baxendale, I. (2015). The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry. Beilstein Journal of Organic Chemistry, 2015(11), 1194-1219. https://doi.org/10.3762/bjoc.11.134

The implementation of continuous flow processing as a key enabling technology has transformed the way we conduct chemistry and has expanded our synthetic capabilities. As a result many new preparative routes have been designed towards commercially re... Read More about The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry.

Thiazole formation through a modified Gewald reaction (2015)
Journal Article
Mallia, C., Englert, L., Walter, G., & Baxendale, I. (2015). Thiazole formation through a modified Gewald reaction. Beilstein Journal of Organic Chemistry, 11, 875-883. https://doi.org/10.3762/bjoc.11.98

The synthesis of thiazoles and thiophenes starting from nitriles, via a modified Gewald reaction has been studied for a number of different substrates. 1,4-Dithiane-2,5-diol was used as the aldehyde precursor to give either 2-substituted thiazoles or... Read More about Thiazole formation through a modified Gewald reaction.

Ethyl 2-hydroxy-2-phenyl-2-(thiazol-2-yl)acetate (2015)
Journal Article
Mallia, C., Englert, L., Walter, G., & Baxendale, I. (2015). Ethyl 2-hydroxy-2-phenyl-2-(thiazol-2-yl)acetate. Molbank, 2015(2), https://doi.org/10.3390/m857

This short note describes the synthesis of the title compound through spontaneous aerobic oxidation of ethyl 2-phenyl-2-(thiazol-2-yl)acetate. Due to the prevalence of such functional motifs in biologically active substances, we believe the oxidation... Read More about Ethyl 2-hydroxy-2-phenyl-2-(thiazol-2-yl)acetate.

Large-Scale Synthesis of Crystalline 1,2,3,4,6,7-Hexa-O-acetyl-L-glycero-α-D-manno-heptopyranose (2015)
Journal Article
Stanetty, C., & Baxendale, I. (2015). Large-Scale Synthesis of Crystalline 1,2,3,4,6,7-Hexa-O-acetyl-L-glycero-α-D-manno-heptopyranose. European Journal of Organic Chemistry, 2015(12), 2718-2726. https://doi.org/10.1002/ejoc.201500024

The higher-carbon sugar l-glycero-d-manno-heptose is a major constituent of the inner core region of the lipopolysaccharide (LPS) of many Gram-negative bacteria. All preparative routes used to date require multiple steps, and scalability has been rar... Read More about Large-Scale Synthesis of Crystalline 1,2,3,4,6,7-Hexa-O-acetyl-L-glycero-α-D-manno-heptopyranose.

Syn-Ethyl 1-hydroxy-7-methoxy-2,3-dihydro-1H-pyrrolo[3,4-b]quinolone-3-carboxylate HCl Salt (2015)
Journal Article
Baumann, M., & Baxendale, I. (2015). Syn-Ethyl 1-hydroxy-7-methoxy-2,3-dihydro-1H-pyrrolo[3,4-b]quinolone-3-carboxylate HCl Salt. Molbank, 2015(1), https://doi.org/10.3390/m846

This short note describes a one-step synthesis of the title compound from commercially available starting materials and reports its full spectroscopic characterization data.

A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions. (2015)
Journal Article
Rojo, M., Guetzoyan, L., & Baxendale, I. (2015). A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions. Organic and Biomolecular Chemistry, 13(6), 1768-1777. https://doi.org/10.1039/c4ob02376e

An immobilised iridium hydrogen transfer catalyst has been developed for use in flow based processing by incorporation of a ligand into a porous polymeric monolithic flow reactor. The monolithic construct has been used for several redox reductions de... Read More about A monolith immobilised iridium Cp* catalyst for hydrogen transfer reactions under flow conditions..

Flow Synthesis of Ethyl Isocyanoacetate Enabling the Telescoped Synthesis of 1,2,4-Triazoles and Pyrrolo-[1,2-c]pyrimidines (2015)
Journal Article
Baumann, M., Rodriguez Garcia, A., & Baxendale, I. (2015). Flow Synthesis of Ethyl Isocyanoacetate Enabling the Telescoped Synthesis of 1,2,4-Triazoles and Pyrrolo-[1,2-c]pyrimidines. Organic and Biomolecular Chemistry, 14(13), 4231-4239. https://doi.org/10.1039/c5ob00245a

The efficient flow synthesis of important heterocyclic building blocks based on the 1,2,4-triazole and pyrrolo[1,2-c]pyrimidine scaffold has been achieved. Crucially, a telescoped continuous flow process was developed based on the reaction of N-formy... Read More about Flow Synthesis of Ethyl Isocyanoacetate Enabling the Telescoped Synthesis of 1,2,4-Triazoles and Pyrrolo-[1,2-c]pyrimidines.