Baxendale GroupAdvanced synthetic chemistry, engineered for scaleDepartment of Chemistry

Research record

Publications

Search the archive and use research tags to move between publications and the group’s scientific programme.

Clear
Synthetic and heterocyclic chemistryRoute design and process chemistryFlow chemistry and reaction engineeringAutomation and analyticsPhotochemistryHazardous and reactive intermediatesImmobilised reagents and scavengers

153 publications found for Synthetic and heterocyclic chemistry

Cover of Org. Biomol. Chem.
Graphical abstract for Total syntheses of natural products containing spirocarbocycles

Journal article

Total syntheses of natural products containing spirocarbocycles

Smith, L. K.; Baxendale, I. R.

Org. Biomol. Chem. · 2015 · 13 · 9907–9933

Synthetic and heterocyclic chemistry

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 chiral liga…

Open DOIPDF
Cover of Org. Lett.
Graphical abstract for Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent Reactions

Journal article

Sustainable Synthesis of Thioimidazoles via Carbohydrate-Based Multicomponent Reactions

Baumann M.; Baxendale, I. R.

Org. Lett. · 2014 · 16 · 6076–6079

Synthetic and heterocyclic chemistry

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…

Open DOIPDF
Cover of Molecules
Graphical abstract for Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations

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

Synthetic and heterocyclic chemistryRoute design and process chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

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…

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

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

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringImmobilised reagents and scavengers

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 …

Open DOIPDF
Cover of Org. Biomol. Chem.
Graphical abstract for An Expeditious Synthesis of Imatinib and Analogues Utilising Flow Chemistry Methods

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

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

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…

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

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

Synthetic and heterocyclic chemistry

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…

Open DOIPDF
Cover of Green Process Synth.
Graphical abstract for Flow chemistry approaches directed at improving chemical synthesis

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

Synthetic and heterocyclic chemistryRoute design and process chemistryFlow chemistry and reaction engineering

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…

Open DOIPDF
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 Chromatography

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

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringAutomation and analytics

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…

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

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

Synthetic and heterocyclic chemistryRoute design and process chemistry

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…

Open DOIPDF
Cover of Synlett
Graphical abstract for Synthesis of (-)-Hennoxazole A: Integrating Batch and Flow Chemistry Methods

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

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

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 …

Open DOI
Cover of J. Chem. Technol. Biotechnol.
Graphical abstract for The integration of flow reactors into synthetic organic chemistry

Journal article

The integration of flow reactors into synthetic organic chemistry

Baxendale, I. R.

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

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringImmobilised reagents and scavengers

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…

Open DOIPDF
Cover of Org. Biomol. Chem.
Graphical abstract for The Synthesis of Bcr-Abl Inhibiting Anticancer Pharmaceutical Agents Imatinib, Nilotinib and Dasatinib

Journal article

The Synthesis of Bcr-Abl Inhibiting Anticancer Pharmaceutical Agents Imatinib, Nilotinib and Dasatinib

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

Org. Biomol. Chem. · 2013 · 11 · 1766–1800

Synthetic and heterocyclic chemistry

Imatinib (1), nilotinib (2) and dasatinib (3) are Bcr-Abl tyrosine kinase inhibitors approved for the treatment of chronic myelogenous leukemia (CML). This review collates information from the journal and patent literature to provide a comprehensive reference…

Open DOIPDF