Baxendale GroupAdvanced synthetic chemistry, engineered for scaleDepartment of Chemistry

Research record

Publications

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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 Bioorg. Med. Chem.
Graphical abstract for The Synthesis of Neurotensin Antagonist SR 48692 for Prostate Cancer Research

Journal article

The Synthesis of Neurotensin Antagonist SR 48692 for Prostate Cancer Research

Baxendale, I. R.; Cheung, S.; Kitching, M. O.; Ley, S. V. Shearman, J. W.

Bioorg. Med. Chem. · 2013 · 21 · 4378–4387

Synthetic and heterocyclic chemistry

An improved synthesis of the molecule SR 48692 is presented and its use as a neurotensin antagonist biological probe for use in cancer research is described. The preparation includes an number of enhanced chemical conversions and strategies to overcome some…

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Cover of Org. Lett.
Graphical abstract for A "Catch–React–Release" Method for the FlowSynthesis of 2-Aminopyrimidines and Preparation of the Imatinib Base

Journal article

A "Catch–React–Release" Method for the FlowSynthesis of 2-Aminopyrimidines and Preparation of the Imatinib Base

Ingham, R. J.; Riva, E.; Nikbin, N.; Baxendale, I. R.; Ley, S. V.

Org. Lett. · 2012 · 14 · 3920–3923

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

The development of a monolith-supported synthetic procedure is reported, taking advantage of flow processing and the superior flow characteristics of monolithic reagents over gel-phase beads, to allow facile access to an important family of 2-aminopyrimidine …

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Cover of Org. Process Res. Dev.
Graphical abstract for A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid

Journal article

A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid

Battilocchio, C.; Baxendale, I. R.; Biava, M.; Kitching, M. O.; Ley, S. V.

Org. Process Res. Dev. · 2012 · 16 · 798–810

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

The development of a new, high-yielding, scalable and safe process for the preparation of 2-aminoadamantane-2-carboxylic acid (1) is described. This geminal, functionalized achiral amino acid has been reported to possess interesting biological activity as a t…

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Cover of Org. Lett.
Graphical abstract for A Total Synthesis of Millingtonine A

Journal article

A Total Synthesis of Millingtonine A

Wegner, J.; Ley, S. V.; Kirschning, A.; Hansen, A.-L.; Montenegro Garcia, J.; Baxendale, I. R.

Org. Lett. · 2012 · 14 · 696–699

Synthetic and heterocyclic chemistry

A total synthesis of millingtonine A, a diglycosylated alkaloid, has been accomplished. Millingtonine A possesses a unique racemic tricyclic core structure not known from any other natural or synthetic source until now. The synthesis features a key bond-form…

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Cover of Chem. Eur. J.
Graphical abstract for Establishing a flow process to coumarin-8-carbaldehydes as important synthetic scaffolds

Journal article

Establishing a flow process to coumarin-8-carbaldehydes as important synthetic scaffolds

Zak, J.; Ron, D.; Riva, E.; Harding, H. P.; Cross, B. C. S.; Baxendale, I. R.

Chem. Eur. J. · 2012 · 32 · 9901–9910

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

Despite their usefulness as fluorophores and synthetic precursors, efficient and reliable routes to coumarin-8-carbaldehydes are lacking. We describe here a high-yielding continuous flow synthesis that requires no manual intermediate purification or work-up, …

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Cover of Synthesis
Graphical abstract for Flow Assisted Scale-up of C2-symmetric Chiral PyBox-Ligands

Journal article

Flow Assisted Scale-up of C2-symmetric Chiral PyBox-Ligands

Battilocchio, C.; Baumann, M.; Baxendale, I. R.; Biava, M.; Kitching, M. O.; Ley, S. V.; Martin, R. E.; Ohnmacht, S. A.; Tappin, N. D. C.

Synthesis · 2012 · (4) · 635–647

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

A series of PyBox ligands were prepared from commercially available chelidonic acid by a multistep flow sequence using mesoreactor technology. A chloro group introduced onto the ligand scaffold was subsequently exploited to give amine derivatives ready for im…

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Cover of Aust. J. Chem.
Graphical abstract for Flow Microwave Technology and Microreactors in Synthesis

Journal article

Flow Microwave Technology and Microreactors in Synthesis

Baxendale, I. R.; Hornung, C.; Ley, S. V.; Munõz Molina, J. de M.; Wikstrom, A.

Aust. J. Chem. · 2012 · 66 · 131–144

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

A bespoke microwave reactor with a glass containment cell has been developed for performing continuous flow reactions under microwave heating. The prototype unit has been evaluated using a series of standard organic chemical transformations enabling scale-up …

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Graphical abstract for The Evolution of Immobilized Reagents and their Application in Flow Chemistry for the Synthesis of Natural Products and Pharmaceutical Compounds

Book chapter

The Evolution of Immobilized Reagents and their Application in Flow Chemistry for the Synthesis of Natural Products and Pharmaceutical Compounds

Myers, R. M.; Roper, K. A.; Baxendale, I. R.; Ley, S. V.

Modern Tools for the Synthesis of Complex Bioactive Molecules · 2012 · Chapter 11 · 359–394

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringAutomation and analyticsImmobilised reagents and scavengers

Underpinning a healthy drug discovery and development programme is the ability to prepare large numbers of structurally diverse molecules. Developing innovative practical chemical techniques to achieve this goal has therefore become essential. Indeed, the inc…

Cover of ChemSusChem
Graphical abstract for The Oxygen-Mediated Synthesis of 1,3-Butadiynes in Continuous Flow: Using Teflon AF-2400 to Effect Gas/Liquid Contact.

Journal article

The Oxygen-Mediated Synthesis of 1,3-Butadiynes in Continuous Flow: Using Teflon AF-2400 to Effect Gas/Liquid Contact.

Petersen, T. P.; Polyzos, A.; O'Brien, M.; Ulven, T.; Baxendale, I. R.; Ley, S. V.

ChemSusChem · 2012 · 5 · 274–277

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

The gas is always greener: A continuous flow Glaser-Hay coupling reaction system, mediated by molecular oxygen, is developed based on a tube-in-tube gas/liquid reactor/injector. The system uses a semi-permeable Teflon AF-2400 membrane to effect rapid gas/liqu…

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Cover of Org. Biomol. Chem.
Graphical abstract for A fully automated, multistep flow synthesis of 5-amino-4-cyano-1,2,3-triazoles

Journal article

A fully automated, multistep flow synthesis of 5-amino-4-cyano-1,2,3-triazoles

Smith, C. J.; Nikbin, N.; Ley, S. V.; Lange H.; Baxendale, I. R.

Org. Biomol. Chem. · 2011 · 9 · 1938–1947

Synthetic and heterocyclic chemistryAutomation and analyticsHazardous and reactive intermediates

Having demonstrated in the preceding publication the flow synthesis of aryl azides, we describe here a general protocol for the in-line purification of these versatile intermediates. As part of this investigation, we evaluated the use of ReactIR 45m as a tool…

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Cover of Synlett
Graphical abstract for An Integrated Flow and Batch-based Approach for the Synthesis of O-Methyl Siphonazole

Journal article

An Integrated Flow and Batch-based Approach for the Synthesis of O-Methyl Siphonazole

Baumann, M.; Baxendale, I. R.; Brasholz, M.; Hayward, J. J.; Ley S. V.; Nikbin, N.

Synlett · 2011 · (10) · 1375–1380

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringImmobilised reagents and scavengers

The bisoxazole containing natural product O-methyl siphonazole was assembled using a suite of microreactors via a flow-based approach in concert with traditional batch methods. The use of a toolbox of solid-supported scavengers and reagents to aid purificatio…

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Cover of Beilstein J. Org. Chem.
Graphical abstract for An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

Journal article

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

Baumann, M.; Baxendale, I. R.; Ley, S. V.; Nikbin, N.

Beilstein J. Org. Chem. · 2011 · 7 · 442–495

Synthetic and heterocyclic chemistry

This review presents a comprehensive overview on selected synthetic routes towards commercial drug compounds as published in both journal and patent literature. Owing to the vast number of potential structures, we have concentrated only on those drugs contain…

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