Baxendale GroupAdvanced synthetic chemistry, engineered for scaleDepartment of Chemistry

Research record

Publications

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201 publications found

Cover of Org. Lett.
Graphical abstract for Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent ReactionsGraphical abstract unavailable

Journal article

Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent Reactions

Baumann M.; Baxendale, I. R.

Org. Lett. · 2014 · 16 · 6076–6079

The synthesis of diversely functionalized thioimidazoles through a modern variant of the Marckwald reaction is presented. This new protocol utilizes unprotected carbohydrates as well as simple amine salts as sustainable and biorenewable starting materials. I…

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Cover of Molecules
Graphical abstract for Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based HydrogenationsGraphical abstract unavailable

Journal article

Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations

Baumann M.; Baxendale, I. R.; Hornung, C. H.; Ley, S. V.; Rojo, M. V.; Roper, K. A.

Molecules · 2014 · 19 · 9736–9759

Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building b…

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Cover of Chem. Eur. J.
Graphical abstract for A Machine-Assisted Flow Synthesis of SR48692: a Probe for the Investigation of Neurotensin Receptor-1Graphical abstract unavailable

Journal article

A Machine-Assisted Flow Synthesis of SR48692: a Probe for the Investigation of Neurotensin Receptor-1

Battilocchio, C.; Deadman, B. J.; Nikbin N.; Kitching, M. O.; Baxendale, I. R.; Ley, S. V.

Chem. Eur. J. · 2013 · 19 · 7917–7930

Here we report the direct comparison of a conventional batch mode synthesis of Meclinertant (SR48692, 1), a neurotensin receptor-1 antagonist, with its machine-assisted flow chemistry alternative. By using these enabling tools, combined with solid-supported …

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Cover of Org. Biomol. Chem.
Graphical abstract for An Expeditious Synthesis of Imatinib and Analogues Utilising Flow Chemistry MethodsGraphical abstract unavailable

Journal article

An Expeditious Synthesis of Imatinib and Analogues Utilising Flow Chemistry Methods

Hopkin, M. D.; Baxendale, I. R.; Ley, S. V.

Org. Biomol. Chem. · 2013 · 11 · 1822–1839

A flow-based route to imatinib, the API of Gleevec, was developed and the general procedure then used to generate a number of analogues which were screened for biological activity against Abl1. The flow synthesis required minimal manual intervention and was…

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Cover of Beilstein J. Org. Chem.
Graphical abstract for An overview of the synthetic routes to the best selling drugs containing 6-membered heterocyclesGraphical abstract unavailable

Journal article

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

Baumann, M.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2013 · 9 · 2265–2319

This review which is the second in this series summarises the most common synthetic routes as applied to the preparation of many modern pharmaceutical compounds categorised as containing a six-membered heterocyclic ring. The reported examples are based on th…

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Cover of Green Process Synth.
Graphical abstract for Flow chemistry approaches directed at improving chemical synthesisGraphical abstract unavailable

Journal article

Flow chemistry approaches directed at improving chemical synthesis

Baxendale, I. R.; Mallia, C. J.; Brocken, L.

Green Process Synth. · 2013 · 2 · 211–230

Flow synthesis offers many advantages when applied to the processing of difficult or dangerous chemical transformations. Furthermore, continuous production allows for rapid scale up of reactions without significant redevelopment of the routes. Importantly, it…

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Cover of Chem. Sci.
Graphical abstract for Flow Chemistry Synthesis of Zolpidem, Alpidem and other GABAA Agonists and their Biological Evaluation through the use of In-line Frontal Affinity ChromatographyGraphical abstract unavailable

Journal article

Flow Chemistry Synthesis of Zolpidem, Alpidem and other GABAA Agonists and their Biological Evaluation through the use of In-line Frontal Affinity Chromatography

Guetzoyan, L.; Nikbin, N.; Baxendale, I. R.; Ley S. V.

Chem. Sci. · 2013 · 4 · 764–769

The flow of information between chemical and biological research can present a bottleneck in pharmaceutical research. Tools that bridge these disciplines and aid information exchange have therefore clear value. Over the last few years, both synthetic chemistr…

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Cover of A.C.S. Med. Chem. Lett.
Graphical abstract for Flow Synthesis and Bio-Pharmacological Studies of a P2X7 Antagonist that Shows Analgesic ActivityGraphical abstract unavailable

Journal article

Flow Synthesis and Bio-Pharmacological Studies of a P2X7 Antagonist that Shows Analgesic Activity

Battilocchio, C.; Guetzoyan, L.; Cervetto, C.; Mannelli, L. D. C.; Daniela Frattaroli, D.; Baxendale, I. R.; Maura, G.; Sautebin, L.; Biava, M.; Ghelardini, C.; Marcoli, M.; Ley, S. V.

A.C.S. Med. Chem. Lett. · 2013 · 4(8) · 704–709

We report the biological evaluation of a class of adamantane derivatives, which were achieved via modified telescoped machine-assisted flow procedure. Among the series of compounds tested in this work, 5 demonstrated outstanding analgesic properties. This co…

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Cover of Synlett
Graphical abstract for Studies of a Diastereoselective Electrophilic Fluorination Reaction Employing a Cryo-Flow ReactorGraphical abstract unavailable

Journal article

Studies of a Diastereoselective Electrophilic Fluorination Reaction Employing a Cryo-Flow Reactor

Nakayama, K.; Browne, D. L.; Baxendale, I. R.; Ley, S. V.

Synlett · 2013 · 24(10) · 1298–1302

The application of meso-scale flow chemistry in research laboratories continues to increase. Here, we report on the use of a modular cryo-flow device as applied to a diastereoselective fluorination process. The reactor can be incorporated into existing flow c…

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Cover of Synlett
Graphical abstract for Synthesis of (-)-Hennoxazole A: Integrating Batch and Flow Chemistry MethodsGraphical abstract unavailable

Journal article

Synthesis of (-)-Hennoxazole A: Integrating Batch and Flow Chemistry Methods

Fernández, A.; Levine, Z. G.; Baumann, M.; Sulzer-Mossé, S.; Sparr, C.; Schläger, S.; Metzger, A.; Baxendale, I. R.; Ley, S. V.

Synlett · 2013 · 24(4) · 514–518

A new total synthesis of (-)-hennoxazole A is reported. The synthetic approach is based on the preparation of three similarly sized fragments resulting in a fast and convergent assembly of the natural product. The three key reactions of the synthesis include …

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Cover of J. Chem. Technol. Biotechnol.
Graphical abstract for The integration of flow reactors into synthetic organic chemistryGraphical abstract unavailable

Journal article

The integration of flow reactors into synthetic organic chemistry

Baxendale, I. R.

J. Chem. Technol. Biotechnol. · 2013 · 88 · 519–552

The material presented in this review is based upon discussions and interactions with members of the Department of Chemistry and Biochemistry within the University of Windsor, Ontario, Canada. This article explores the changing face of chemical synthesis with…

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Cover of Beilstein J. Org. Chem.
Graphical abstract for The rapid generation of isothiocyanates in flowGraphical abstract unavailable

Journal article

The rapid generation of isothiocyanates in flow

Baumann, M.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2013 · 9 · 1613–1619

Isothiocyanates are versatile starting materials for a wide range of chemical reactions. However, their high nucleophilic susceptibility means they are best prepared and used immediately. We report here on a flow platform for the fast and efficient formatio…

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