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 Molecules
Graphical abstract for A One-Pot Divergent Sequence to Pyrazole and Quinoline Derivatives

Journal article

A One-Pot Divergent Sequence to Pyrazole and Quinoline Derivatives

Gambacorta, G.; Apperley, D. C.; Baxendale, I. R.

Molecules · 2020 · 25 · 2160–2160(14)

Synthetic and heterocyclic chemistry

The hydroxy-pyrazole and 3-hydroxy oxindole motifs have been utilised in several pharma and agrochemical leads but are distinctly underrepresented in the scientific literature due to the limited routes of preparation. We have developed a one-pot procedure fo…

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Cover of Flow Chemistry: Integrated Approaches for Practical Applications - Green Chemistry Series
Graphical abstract for Ionic Polymerisation and New Approaches to Polymerisation under Flow Conditions

Book chapter

Ionic Polymerisation and New Approaches to Polymerisation under Flow Conditions

Brocken, L.; Baxendale. I. R.

Flow Chemistry: Integrated Approaches for Practical Applications - Green Chemistry Series · 2020 · Chapter 8 · 257–315

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

Although ionic polymerisations are a valuable methodology historically they are less widely used because they are considered capricious, requiring significantly more optimisation due to their sensitivity to the specific reaction and processing conditions. …

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Cover of Flow Chemistry: Integrated Approaches for Practical Applications
Graphical abstract for Radical Polymerisation under Flow Conditions

Book chapter

Radical Polymerisation under Flow Conditions

Brocken, L.; Baxendale. I. R.

Flow Chemistry: Integrated Approaches for Practical Applications · 2020 · Chapter 7 · 217–256

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

Polymers are an important class of compounds used in many commercial products; for example, in the aerospace and automotive industries functioning as low weight construction parts and seals, through into the packaging of food and drink and even as aqueous s…

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Cover of J. Org. Chem.
Graphical abstract for Rearrangement of 3-Hydroxyazetidines into 2-Oxazolines

Journal article

Rearrangement of 3-Hydroxyazetidines into 2-Oxazolines

Ruggeri, M.; Dombrowski, A. W.; Djuric, S. W.; Baxendale, I. R.

J. Org. Chem. · 2020 · 85 · 7276–7286

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

A novel rearrangement sequence of 3-hydroxyazetidines via a Ritter initiated cascade provides highly substituted 2-oxazolines in high yields. The reaction conditions and substrate scope of the transformation have been studied demonstrating the generality of t…

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Cover of Front. Chem.
Graphical abstract for Straight forward and versatile differentiation of the L-glycero and D-glycero-D-manno heptose scaffold

Journal article

Straight forward and versatile differentiation of the L-glycero and D-glycero-D-manno heptose scaffold

Suster, C.; Baxendale, I. R.; Mihovilovic, M. D.; Stanetty, C.

Front. Chem. · 2020 · 8 · 1–7

Synthetic and heterocyclic chemistry

Bacterial lipopolysaccharides (LPS) are important bio-medical structures, playing a major role in the interaction with human immune systems. Their core regions, containing multiple units of L-glycero-D-manno heptoses (L,D-heptose), are highly conserved struct…

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Cover of Euro. J. Org. Chem.
Graphical abstract for A Simple and Efficient Flow Preparation of Pyocyanin a Virulence Factor of Pseudomonas aeruginosa

Journal article

A Simple and Efficient Flow Preparation of Pyocyanin a Virulence Factor of Pseudomonas aeruginosa

Mortzfeld, F. B.; Pietruszka, J.; Baxendale, I. R.

Euro. J. Org. Chem. · 2019 · X · 5424–5433

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringPhotochemistryImmobilised reagents and scavengers

The synthesis of the naturally occurring toxin pyocyanin has been realized in a short 4 step sequence. The key photochemical reaction and isolation of the final product have been facilitated by the use of flow chemistry techniques and immobilised reagents. Us…

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Cover of Molecules
Graphical abstract for Copper-Mediated Nitrosation: 2-Nitrosophenolato Complexes and Their Use in the Synthesis of Heterocycles

Journal article

Copper-Mediated Nitrosation: 2-Nitrosophenolato Complexes and Their Use in the Synthesis of Heterocycles

Nicholls, A. J.; Batsanov, A. S.; Baxendale, I. R.

Molecules · 2019 · 24(22) · 4154–(1-19)

Synthetic and heterocyclic chemistryImmobilised reagents and scavengers

A simple protocol yielding ortho-substituted nitrosophenols from phenols is demonstrated, in the form of copper(II) bis(nitrosophenolato) complexes. The developed methodology was applied to a range of substrates, confirming the role of the copper in both the …

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Cover of Molecules
Graphical abstract for Flow Hydrodediazotization of Aromatic Heterocycles

Journal article

Flow Hydrodediazotization of Aromatic Heterocycles

Röder, L.; Nicholls, A. J.; Baxendale, I. R.

Molecules · 2019 · 24(10) · 1996–1996(18)

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was …

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Cover of ChemPhotoChem
Graphical abstract for Photochemical flow synthesis of 3-hydroxyazetidines

Journal article

Photochemical flow synthesis of 3-hydroxyazetidines

Ruggeri, M.; Dombrowski, A. W.; Djuric, S. W.; Baxendale, I. R.

ChemPhotoChem · 2019 · 3(12) · 1212–1218

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

A photo-flow Norrish-Yang cyclisation has been devised that delivers 3-hydroxyazetidines in good yields. The high reproducibility and short residence times of the flow process enables easy scaling of the transformation allowing access to these valuable chemic…

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Cover of Euro. J. Med. Chem.
Graphical abstract for Synthesis of new derivatives of boehmeriasin A and their biological evaluation in liver cancer

Journal article

Synthesis of new derivatives of boehmeriasin A and their biological evaluation in liver cancer

Güzelcan, E. A.; Baxendale, I. R.; Cetin-Atalay, R.; Baumann, M.

Euro. J. Med. Chem. · 2019 · 166 · 243–245

Synthetic and heterocyclic chemistry

Two series of boehmeriasin A analogs have been synthesized in short and high yielding processes providing derivatives differing either in the alkaloid's pentacyclic scaffold or its peripheral substitution pattern. These series have enabled, for the first ti…

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Cover of Molecules
Graphical abstract for The Synthesis and Utility of Metal-Nitrosophenolato Compounds—Highlighting the Baudisch Reaction

Journal article

The Synthesis and Utility of Metal-Nitrosophenolato Compounds—Highlighting the Baudisch Reaction

Nicholls, A. J.; Thomas Barber, T.; Baxendale, I. R.

Molecules · 2019 · 24(22) · 4018–(1-32)

Synthetic and heterocyclic chemistryRoute design and process chemistry

The syntheses of the title compounds demonstrate a privileged introduction of a nitroso (and a hydroxyl via the Baudisch reaction) group to an aromatic ring. These complexes first appeared in the literature as early as 1939, and a range of applications has …

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Cover of Chem. Eng. Tech.
Graphical abstract for A Robust and Scalable Continuous Flow Process for Glycerol Carbonate

Journal article

A Robust and Scalable Continuous Flow Process for Glycerol Carbonate

Mileghem, S. V.; De Borggraeve, W. M.; Baxendale, I. R.

Chem. Eng. Tech. · 2018 · 41(10) · 2014–2023

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

We report a robust continuous flow procedure for the synthesis of glycerol carbonate (2‐GLC) from green reagents glycerol and dimethyl carbonate (DMC), mediated by an inexpensive polymer‐supported base catalyst using methanol as co‐solvent. High conversion an…

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