Baxendale GroupAdvanced synthetic chemistry, engineered for scaleDepartment of Chemistry

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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

30 publications found for Hazardous and reactive intermediates

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 Chem. Sci.
Graphical abstract for Hydrogenation in Flow: Homogeneous and Heterogeneous Catalysis Using Teflon AF-2400 to Effect Gas-Liquid Contact at Elevated Pressure

Journal article

Hydrogenation in Flow: Homogeneous and Heterogeneous Catalysis Using Teflon AF-2400 to Effect Gas-Liquid Contact at Elevated Pressure

O'Brien, M.; Taylor, N.; Polyzos, A.; Baxendale, I. R.; Ley, S. V.

Chem. Sci. · 2011 · 2 · 1250–1257

Flow chemistry and reaction engineeringHazardous and reactive intermediates

A Tube-in-Tube reactor/injector has been developed, based on a gas-permeable Teflon AF-2400 membrane, which allows both heterogeneous and homogeneous catalytic hydrogenation reactions to be efficiently carried out at elevated pressure in flow, thereby increas…

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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…

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Cover of Org. Biomol. Chem.
Graphical abstract for Teflon AF-2400 mediated gas-liquid contact in continuous flow methoxycarbonylations and in-line FTIR measurement of CO concentration

Journal article

Teflon AF-2400 mediated gas-liquid contact in continuous flow methoxycarbonylations and in-line FTIR measurement of CO concentration

Koos, P.; Gross, U.; Polyzos, A.; O'Brien, M.; Baxendale, I. R.; Ley, S. V.

Org. Biomol. Chem. · 2011 · 9 · 6903–6908

Flow chemistry and reaction engineeringHazardous and reactive intermediates

We report on the development of a continuous flow process for the palladium catalysed methoxycarbonylation of aryl, heteroaromatic and vinyl iodides and an aryl bromide using a Teflon AF-2400 based Tube-in-Tube reactor to mediate the selective permeation of c…

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Cover of Adv. Synth. Catal.
Graphical abstract for A Palladium Wall Coated Microcapillary Reactor for Use in Continuous Flow Transfer Hydrogenation

Journal article

A Palladium Wall Coated Microcapillary Reactor for Use in Continuous Flow Transfer Hydrogenation

Hornung, C. H.; Hallmark, B.; Mackley, M. R.; Baxendale, I. R.; Ley, S. V.

Adv. Synth. Catal. · 2010 · 352 · 1736–1745

Flow chemistry and reaction engineeringHazardous and reactive intermediates

Herein we describe the preparation of a novel continuous flow multi-channel microreactor in which the internal surface has been functionalised with a palladium coating, enabling its use in catalytic heterogeneous liquid-phase reactions. Simple chemical depos…

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Cover of Org. Lett.
Graphical abstract for Flow Ozonolysis Using a Semipermeable Teflon AF-2400 Membrane To Effect Gas-Liquid Contact

Journal article

Flow Ozonolysis Using a Semipermeable Teflon AF-2400 Membrane To Effect Gas-Liquid Contact

O’Brien, M.; Baxendale, I. R.; Ley, S. V.

Org. Lett. · 2010 · 12 · 1596–1598

Flow chemistry and reaction engineeringHazardous and reactive intermediates

A flow-through chemistry apparatus has been developed which allows gases and liquids to contact via a semipermeable Teflon AF-2400 membrane. In this preliminary investigation, the concept was proven by application to the ozonolysis of a series of alkenes.

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Cover of Org. Biomol. Chem.
Graphical abstract for Preparation of arylsulfonyl chlorides by chlorosulfonylation of in-situ generated diazonium salts using a continuous flow reactor

Journal article

Preparation of arylsulfonyl chlorides by chlorosulfonylation of in-situ generated diazonium salts using a continuous flow reactor

Laia Malet-Sanz, L.; Madrzak, J.; Ley, S. V.; Baxendale, I. R.

Org. Biomol. Chem. · 2010 · 8 · 5324–5332

Flow chemistry and reaction engineeringHazardous and reactive intermediates

A new flow procedure for the preparation of arylsulfonyl chlorides from aniline starting materials is described. The reaction conditions are mild, requiring no added acid and are amenable to continuous flow processing, in a safe, easily scalable and less labo…

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Cover of Org. Process Res. Dev.
Graphical abstract for ReactIR Flow Cell: A New Analytical Tool for Continuous Flow Chemical Processing

Journal article

ReactIR Flow Cell: A New Analytical Tool for Continuous Flow Chemical Processing

Carter, C. C.; Lange, H.; Ley, S. V.; Baxendale, I. R.; Wittkamp, B.; Goode J. G.; Gaunt N. L.

Org. Process Res. Dev. · 2010 · 14 · 393–402

Route design and process chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

A newly developed ReactIR flow cell is reported as a convenient and versatile inline analytical tool for continuous flow chemical processing. The flow cell, operated with ATR technology, is attached directly into a reaction flow stream using standard OmniFit …

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Cover of Synlett
Graphical abstract for Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions using a Modular Flow Reactor

Journal article

Synthesis of 3-Nitropyrrolidines via Dipolar Cycloaddition Reactions using a Modular Flow Reactor

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

Synlett · 2010 · (5) · 749–752

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

The generation and subsequent use of unstabilised azomethine ylides in dipolar cycloaddition reactions within a flow microreactor is demonstrated. The 3-nitropyrrolidines produced were furthermore subjected to chemoselective hydrogenation reactions using the …

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Cover of Org. Biomol. Chem.
Graphical abstract for The Application of Flow Microreactors to the Preparation of a Family of Casein Kinase I Inhibitors

Journal article

The Application of Flow Microreactors to the Preparation of a Family of Casein Kinase I Inhibitors

Venturoni, F.; Nikbin, N.; Ley S. V.; Baxendale, I. R.

Org. Biomol. Chem. · 2010 · 8 · 1798–1806

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

In this article we demonstrate how a combination of enabling technologies such as flow synthesis, solid-supported reagents and scavenging resins utilised under fully automated software control can assist in typical medicinal chemistry programmes. In particula…

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Cover of Green Chem.
Graphical abstract for An efficient and transition metal free protocol for the transfer hydrogenation of ketones as a continuous flow process

Journal article

An efficient and transition metal free protocol for the transfer hydrogenation of ketones as a continuous flow process

Sedelmeier, J.; Ley, S. V.; Baxendale, I. R.

Green Chem. · 2009 · 11 · 683–685

Flow chemistry and reaction engineeringHazardous and reactive intermediates

We report the efficient reduction of a selection of ketones to the corresponding secondary alcohols using only catalytic amounts of LiOtBu in iPrOH facilitated by using a continuous flow reactor.

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