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 Chem. Eur. J.
Graphical abstract for Diastereoselective Chain Elongation Reactions Using Microreactors for Application in Complex Molecule Assembly

Journal article

Diastereoselective Chain Elongation Reactions Using Microreactors for Application in Complex Molecule Assembly

Carter, C. F.; Lange, H.; Daiki Sakai, D.; Baxendale, I. R.; Ley, S. V.

Chem. Eur. J. · 2011 · 17 · 3398–3405

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringAutomation and analytics

Diastereoselective chain-elongation reactions are important transformations for the assembly of complex molecular structures, such as those present in polyketide natural products. Here we report new methods for performing crotylation reactions and homoproparg…

Open DOIPDF
Cover of Org. Biomol. Chem.
Graphical abstract for Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

Journal article

Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

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

Org. Biomol. Chem. · 2011 · 9 · 1927–1937

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringAutomation and analyticsHazardous and reactive intermediates

Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of these new …

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Cover of Tetrahedron
Graphical abstract for Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines

Journal article

Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines

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

Tetrahedron · 2011 · 67 · 10296–10303

Synthetic and heterocyclic chemistryHazardous and reactive intermediates

A key intermediate for the synthesis of hydrazines via a mild, metal free reduction of diazonium salts has been isolated and characterized by X-ray analysis. The presence of this intermediate is general, as demonstrated by the preparation of a number of analo…

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Cover of Org. Lett.
Graphical abstract for Safe and Reliable Synthesis of Diazoketones and Quinoxalines in a Continuous Flow Reactor

Journal article

Safe and Reliable Synthesis of Diazoketones and Quinoxalines in a Continuous Flow Reactor

Martin, L. J.; Marzinzik, A. L.; Ley, S. V.; Baxendale, I. R.

Org. Lett. · 2011 · 13 · 320–323

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediatesImmobilised reagents and scavengers

A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases…

Open DOIPDF
Cover of ACS Comb. Sci.
Graphical abstract for Synthesis of a Drug-Like Focused Library of Trisubstituted Pyrrolidines Using Integrated Flow Chemistry and Batch Methods

Journal article

Synthesis of a Drug-Like Focused Library of Trisubstituted Pyrrolidines Using Integrated Flow Chemistry and Batch Methods

Baumann, M.; Baxendale, I. R.; Kuratli, C.; Ley, S. V.; Martin, R. E.; Schneider, J.

ACS Comb. Sci. · 2011 · 13 · 405–413

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

A combination of flow and batch chemistries has been successfully applied to the assembly of a series of trisubstituted drug-like pyrrolidines. This study demonstrates the efficient preparation of a focused library of these pharmaceutically important structur…

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Cover of Angew. Chem. Int. Ed.
Graphical abstract for The Continuous Flow Synthesis of Carboxylic Acids using CO2 in a Tube-In-Tube Gas-Permeable Membrane Reactor

Journal article

The Continuous Flow Synthesis of Carboxylic Acids using CO2 in a Tube-In-Tube Gas-Permeable Membrane Reactor

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

Angew. Chem. Int. Ed. · 2011 · 49 · 1190–1193

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

Keep it simple: A gas-liquid flow reactor has been developed based on a gas permeable tube-in-tube configuration which effectively delivers gas to a liquid substrate stream in a safe, continuous fashion. A series of carboxylic acids were prepared from the rea…

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Cover of Synlett
Graphical abstract for The Continuous-Flow Synthesis of Styrenes using Ethylene in a Palladium Catalysed Heck Cross-Coupling Reaction

Journal article

The Continuous-Flow Synthesis of Styrenes using Ethylene in a Palladium Catalysed Heck Cross-Coupling Reaction

Bourne, S. L.; Koos, P.; O'Brien,M.; Martin,B.; Schenkel, B.; Baxendale, I. R.; Ley, S. V.

Synlett · 2011 · (18) · 2643–2647

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

We report a palladium-catalysed ethylene Heck reaction for the vinylation of aryl iodides using a tube-in-tube gas-liquid reactor. The flow process afforded various styrenes in short reaction times, employing moderate ethylene pressure.

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Cover of Mol. Diversity
Graphical abstract for The Flow Synthesis of Heterocycles for Natural Product and Medicinal Chemistry Applications

Journal article

The Flow Synthesis of Heterocycles for Natural Product and Medicinal Chemistry Applications

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

Mol. Diversity · 2011 · 15 · 615–630

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

This article represents an overview of recent research from the Innovative Technology Centre in the field of flow chemistry which was presented at the FROST2 meeting in Budapest in October 2009. After a short introduction of this rapidly expanding field, we d…

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Cover of Chemica Oggi, Chemistry Today
Graphical abstract for The Lab of the Future: The Importance of Remote Monitoring and Control

Journal article

The Lab of the Future: The Importance of Remote Monitoring and Control

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

Chemica Oggi, Chemistry Today · 2011 · 29(1) · 28–32

Synthetic and heterocyclic chemistry

Chemical laboratories and the equipment within them have changed very little over the last two centuries. However, the introduction of enabling technologies and their impact on current working practices is starting to redefine the laboratory environment. In t…

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Cover of Chem. Euro. J.
Graphical abstract for A Continuous Flow Process Using a Sequence of Microreactors with In-line IR analysis for the Preparation of N,N-diethyl-4-(3-fluorophenylpiperidin-4-ylidenemethyl)benzamide as a Potent and highly Selective D-opioid Receptor

Journal article

A Continuous Flow Process Using a Sequence of Microreactors with In-line IR analysis for the Preparation of N,N-diethyl-4-(3-fluorophenylpiperidin-4-ylidenemethyl)benzamide as a Potent and highly Selective D-opioid Receptor

Qian, Z.; Baxendale, I. R.; Ley, S. V.

Chem. Euro. J. · 2010 · 14 · 12342–12348

Synthetic and heterocyclic chemistryRoute design and process chemistryFlow chemistry and reaction engineeringImmobilised reagents and scavengers

This article describes the design, optimisation and development of a continuous flow synthesis of N,N-diethyl-4-(3-fluorophenylpiperidin-4-ylidenemethyl)benzamide, a potent δ-opioid receptor agonist developed by AstraZeneca. The process employs a sequence of …

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Cover of Synlett
Graphical abstract for A flow process using microreactors for the preparation of a quinolone derivative as a potent 5HT1B antagonist

Journal article

A flow process using microreactors for the preparation of a quinolone derivative as a potent 5HT1B antagonist

Qian, Z.; Baxendale, I. R.; Ley, S. V.

Synlett · 2010 · (4) · 505–508

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

This article describes the continuous flow synthesis of ­6-methoxy-8-(4-methyl-1,4-diazepan-1-yl)-N-(4-morpholinophen-yl)-4-oxo-1,4-dihydroquinoline-2-carboxamide, a potent 5HT1B antagonist developed by AstraZeneca.

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Cover of Chem. Commun.
Graphical abstract for A flow-based synthesis of Imatinib: the API of Gleevec

Journal article

A flow-based synthesis of Imatinib: the API of Gleevec

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

Chem. Commun. · 2010 · 46 · 2450–2452

Synthetic and heterocyclic chemistryImmobilised reagents and scavengers

A concise, flow-based synthesis of Imatinib, a compound used for the treatment of chronic myeloid leukaemia, is described whereby all steps are conducted in tubular flow coils or cartridges packed with reagents or scavengers to effect clean product formation.…

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