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 React. Chem. Eng.
Graphical abstract for Purification of poly(acrylic acid) using a membrane ultra-filtration unit in flow

Journal article

Purification of poly(acrylic acid) using a membrane ultra-filtration unit in flow

Brocken, L.; Price, P. D.; Whittaker, J.; Baxendale, I. R.

React. Chem. Eng. · 2017 · 2 · 656–661

Synthetic and heterocyclic chemistry

We have developed methodology to synthesise aqueous soluble polymers such as poly(acrylic acid) in flow, enabling access to a variety of molecular weights. However, full conversion was hard to achieve without increasing the dispersity and therefore purificat…

Open DOIPDF
Cover of Molbank
Graphical abstract for Rac-20,3a,6,6,60,60-Hexamethyl-3a,3b,6,7-tetrahydrospiro-[ benzo[2,3]cyclopropa[1,2-c]pyrazole- 1,10-cyclo-hepta[2,4]diene]

Journal article

Rac-20,3a,6,6,60,60-Hexamethyl-3a,3b,6,7-tetrahydrospiro-[ benzo[2,3]cyclopropa[1,2-c]pyrazole- 1,10-cyclo-hepta[2,4]diene]

Baumann, M.; Lapraille, S.; Baxendale, I. R.

Molbank · 2017 · M948

Synthetic and heterocyclic chemistryHazardous and reactive intermediates

This note describes a novel reaction cascade in which a tosylhydrazone derivative of eucarvone undergoes a non-classical dimerization process under basic conditions. The key step in this sequence is a dipolar cycloaddition between a diazo species and a tran…

Open DOIPDF
Cover of Org. Proc. Res. Dev.
Graphical abstract for Sustainable Flow Synthesis of a Versatile Cyclopentenone Building Block

Journal article

Sustainable Flow Synthesis of a Versatile Cyclopentenone Building Block

Baumann, M.; Baxendale, I. R.; Filipponi, P.; Hu, T.

Org. Proc. Res. Dev. · 2017 · 21 · 2052–2059

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringAutomation and analytics

A flow based multistep processing sequence to reliably provide the delivery of a highly functional cyclopentenone is described. The exemplification of employing solid dosing of reagents and in-line aqueous extraction has enabled an integrated workflow in a hi…

Open DOIPDF
Cover of SynLett
Graphical abstract for Continuous Flow Synthesis of 2H-Azirines and their Diastereoselective Transformation to Aziridines

Journal article

Continuous Flow Synthesis of 2H-Azirines and their Diastereoselective Transformation to Aziridines

Baumann, M.; Baxendale, I. R.

SynLett · 2016 · 27 · 159–163

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

Using continuous-flow techniques, a small collection of 2H-azirines was prepared from oxime precursors via mesylation and base-promoted cyclisation. The 2H-azirines were either isolated after in-line purification or derivatised into a selection of 2-substitut…

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Cover of React. Chem. Eng.
Graphical abstract for Continuous photochemistry: the flow synthesis of ibuprofen via a photo-Favorskii rearrangement

Journal article

Continuous photochemistry: the flow synthesis of ibuprofen via a photo-Favorskii rearrangement

Baumann, M.; Baxendale, I. R.

React. Chem. Eng. · 2016 · 1 · 147–150

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringPhotochemistry

A new enabling technology for performing photochemical reactions in a continuous fashion is presented. This photo-reactor is compatible with existing flow systems and can be furthermore linked to a photo-spectrometer in order to allow for real time analysis o…

Open DOIPDF
Cover of Org. Process Res. Dev.
Graphical abstract for Controlled Flow Precipitation as a Valuable Tool for Synthesis

Journal article

Controlled Flow Precipitation as a Valuable Tool for Synthesis

Filipponi, P.; Gioiello, A.; Baxendale, I. R.

Org. Process Res. Dev. · 2016 · 20 · 371–375

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

In most standard flow process, the formation of solids represents a major problem often leading to obstruction of the flow device and reactor shutdown. However, many reactions produce solid products, and therefore finding ways to process these materials is an…

Open DOIPDF
Cover of Tetrahedron
Graphical abstract for Development of the industrial synthesis of vitamin A

Journal article

Development of the industrial synthesis of vitamin A

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

Tetrahedron · 2016 · 72 · 1645–1652

Synthetic and heterocyclic chemistry

The advances made in chemistry during the last 70 years are excellently illustrated by the development of the industrial synthesis of vitamin A, a diterpene crucial in preventing premature death and visual problems. Arens and van Dorp published the first ro…

Open DOIPDF
Cover of J. Org. Chem.
Graphical abstract for Diastereoselective Trifluoroacetylation of Highly Substituted Pyrrolidines by a Dakin–West Process

Journal article

Diastereoselective Trifluoroacetylation of Highly Substituted Pyrrolidines by a Dakin–West Process

Bammann, M.; Baxendale, I. R.

J. Org. Chem. · 2016 · 81 · 11898–11908

Synthetic and heterocyclic chemistry

A robust approach allowing for the efficient trifluoroacetylation of a series of highly substituted pyrrolidines in a diastereoselective manner is reported. The transformation is based on a Dakin–West reaction of advanced pyrrolidine 2-carboxylic acid derivat…

Open DOIPDF
Cover of Molecules
Graphical abstract for Exploring Flow Procedures for Diazonium Formation

Journal article

Exploring Flow Procedures for Diazonium Formation

Hu, T.; Baxendale, I. R.; Baumann, M.

Molecules · 2016 · 21 · 918–941

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

The synthesis of diazonium salts is historically an important transformation extensively utilized in dye manufacture. However the highly reactive nature of the diazonium functionality has additionally led to the development of many new reactions including sev…

Open DOIPDF
Cover of Beilstein J. Org. Chem.
Graphical abstract for Flow carbonylation of sterically hindered ortho-substituted iodoarenes

Journal article

Flow carbonylation of sterically hindered ortho-substituted iodoarenes

Mallia, C. J.; Walter, G. C.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2016 · 12 · 1503–1511

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acet…

Open DOIPDF
Cover of React. Chem. Eng.
Graphical abstract for Online quantitative mass spectrometry for the rapid adaptive optimisation of automated flow reactors

Journal article

Online quantitative mass spectrometry for the rapid adaptive optimisation of automated flow reactors

Holmes, N.; Akien, G. R.; Savage, R. J. D.; Stanetty, C.; Baxendale, I. R.; Blacker, A. J.; Taylor, B. A.; Woodward, R. L.; Meadows, R. E.; Bourne, R. A.

React. Chem. Eng. · 2016 · 1 · 96–100

Synthetic and heterocyclic chemistryRoute design and process chemistryFlow chemistry and reaction engineeringAutomation and analytics

An automated continuous reactor for the synthesis of organic compounds, which uses online mass spectrometry (MS) for reaction monitoring and product quantification, is presented. Quantitative and rapid MS monitoring was developed and calibrated using HPLC. Th…

Open DOIPDF
Cover of Euro. J. Org. Chem.
Graphical abstract for The Generation of a Library of Bromodomain Containing Protein Modulators Expedited by Continuous Flow Synthesis

Journal article

The Generation of a Library of Bromodomain Containing Protein Modulators Expedited by Continuous Flow Synthesis

Filipponi, P.; Baxendale, I. R.

Euro. J. Org. Chem. · 2016 · 11 · 2000–2012

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

A continuous flow process delivering key building-blocks for a series of BCP modulator libraries is reported. A dynamically mixed flow reactor has emerged as a pivotal technology in both synthetic and isolation phases enabling the processing of slurries and s…

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