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 Synthesis
Graphical abstract for Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones

Journal article

Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones

Baumann, M.; Baxendale, I. R.

Synthesis · 2018 · 50(4) · 753–759

Synthetic and heterocyclic chemistry

An efficient entry into highly substituted cyclopentanones is presented based on functionalizing cyclopentenones by means of an aza-Michael reaction with different aniline nucleophiles. The excellent diastereoselectivity of this process is ascribed to H-bo…

Open DOIPDF
Cover of Flow Chemistry for the Synthesis of Heterocycles
Graphical abstract for Flow Chemistry Approaches Applied to the Synthesis of Saturated Heterocycles

Book chapter

Flow Chemistry Approaches Applied to the Synthesis of Saturated Heterocycles

Baumann, M.; Baxendale, I. R.

Flow Chemistry for the Synthesis of Heterocycles · 2018 · 187–236

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

Continuous flow processing approaches are having a significant impact on the way we devise and perform chemical synthesis. Flow chemistry has repeatedly demonstrated numerous improvements with respect to synthesis efficiency, process safety and ease of reacti…

Open DOI
Cover of React. Chem. Eng.
Graphical abstract for Flow synthesis of coumalic acid and its derivatization

Journal article

Flow synthesis of coumalic acid and its derivatization

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

React. Chem. Eng. · 2018 · 3 · 722–732

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineering

Coumalic acid is a valuable platform compound which can be prepared from malic acid, a biorenewable feedstock readily derived from the fermentation of glucose. Current batch procedures to synthesise coumalic acid have several drawbacks, which we address wit…

Open DOIPDF
Cover of Monatshefte für Chemie
Graphical abstract for Methyl glycosides via Fischer glycosylation: translation from batch microwave to continuous flow processing

Journal article

Methyl glycosides via Fischer glycosylation: translation from batch microwave to continuous flow processing

Aronow, J.; Stanetty, C.; Baxendale, I. R.; Mihovilovic, M. D.

Monatshefte für Chemie · 2018 · 150 · 11–19

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

A continuous flow procedure for the synthesis of methyl glycosides (Fischer glycosylation) of various monosaccharides using a heterogenous catalyst has been developed. In-depth analysis of the isomeric composition was undertaken and high consistency with cor…

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Cover of SynLett
Graphical abstract for Unprecedented Alkene Transposition in Phthalate–Amino Acid Adducts

Journal article

Unprecedented Alkene Transposition in Phthalate–Amino Acid Adducts

Sahaa, I.; Baxendale, I. R.; Baumann, M.

SynLett · 2018 · 29 · 2648–2654

Synthetic and heterocyclic chemistry

A detailed account on the outcome of the thermal reaction between benzylidene phthalides and various amino acid derivatives is reported. It was discovered that the tricyclic pyrroles as previously described are not the products formed in these reactions. Inst…

Open DOIPDF
Cover of Beilstein J. Org. Chem.
Graphical abstract for A concise flow synthesis of indole-3 carboxylic ester and its derivatisation to an auxin mimic

Journal article

A concise flow synthesis of indole-3 carboxylic ester and its derivatisation to an auxin mimic

Baumann, M.; Baxendale, I. R.; Deplante, F.

Beilstein J. Org. Chem. · 2017 · 13 · 2549–2560

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

An assembled suite of flow-based transformations have been used to rapidly scale-up the production of a novel auxin mimic-based herbicide which was required for preliminary field trials. The overall synthetic approach and optimisation studies are described a…

Open DOIPDF
Cover of Euro. J. Org. Chem.
Graphical abstract for A Continuous Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of New Etomidate Derivatives

Journal article

A Continuous Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of New Etomidate Derivatives

Baumann, M.; Baxendale, I. R.

Euro. J. Org. Chem. · 2017 · 44 · 6518–6524

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

A simple yet robust flow set-up for the efficient desulfurization of a series of thioimidazoles is presented generating the corresponding imidazole derivatives in high yields. The strategic choice of peristaltic over piston pumps allowed reliable delivery of …

Open DOIPDF
Cover of Biorg. Med. Chem.
Graphical abstract for A continuous flow synthesis and derivatization of 1,2,4-thiadiazoles

Journal article

A continuous flow synthesis and derivatization of 1,2,4-thiadiazoles

Baumann, M.; Baxendale, I. R.

Biorg. Med. Chem. · 2017 · 25 · 6218–6223

Synthetic and heterocyclic chemistryFlow chemistry and reaction engineeringHazardous and reactive intermediates

A continuous flow process is presented that enables the efficient synthesis and derivatization of 1,2,4-thiadiazole heterocycles. Special attention was given to the safe handling of the versatile yet hazardous trichloromethane sulfenylchloride reagent includi…

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Cover of Curr. Appl. Phys.
Graphical abstract for Adjust band gap of IATO nanoparticles to obtain desirable optical property by one-step hydrothermal oxidation

Journal article

Adjust band gap of IATO nanoparticles to obtain desirable optical property by one-step hydrothermal oxidation

Hu, T.; Su, Y.; Baxendale, I. R.; Tan, J.; Tang, H.; Xiao, L.; Zheng, F.; Ning, P.

Curr. Appl. Phys. · 2017 · 1 · 584–591

Synthetic and heterocyclic chemistry

Antimony-tin-doped indium oxide (IATO) as transparent conducting oxide (TCO) exhibits significant optical property on blocking UV and Infrared(IR) for wavelengths less ∼400 nm and over ∼1400 nm as well as appropriate transmissivity on visible wavelength in ou…

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Cover of React. Chem. Eng.
Graphical abstract for Continuous flow synthesis of poly(acrylic acid) via free radical polymerisation

Journal article

Continuous flow synthesis of poly(acrylic acid) via free radical polymerisation

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

React. Chem. Eng. · 2017 · 2 · 662–668

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

The free radical polymerisation of aqueous solutions of acrylic acid (1) has been studied using a continuous flow reactor to quickly screen reaction parameters such as temperature, residence time, monomer- and initiator concentration. The experimental data …

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Cover of Molbank
Graphical abstract for Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2- carboxylate

Journal article

Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2- carboxylate

Baumman, M.; Baxendale, I. R.

Molbank · 2017 · M951

Synthetic and heterocyclic chemistryImmobilised reagents and scavengers

This note describes a sequence converting an oxime-substituted pyrrolidine into a trisubstituted pyrrole structure. The synthetic route is based on a double chlorination of the pyrrolidine substrate followed by the base induced formation of both an imine and…

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Cover of Euro. J. Org. Chem.
Graphical abstract for Flow-Assisted Synthesis: A Key Fragment of SR 142948A

Journal article

Flow-Assisted Synthesis: A Key Fragment of SR 142948A

Kitching, M. O.; Dixon, O. E.; Baumann, M.; Baxendale, I. R.

Euro. J. Org. Chem. · 2017 · 44 · 6540–6553

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

We report a series of multi-step flow operations to deliver an advanced hydrazine intermediate used in the assembly of the neurotensin modulator SR 142948A. Several new reactor configurations have enabled chemical transformations that would be otherwise diffi…

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