All Outputs (11)

Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones (2017)
Journal Article
Baumann, M., & Baxendale, I. R. (2018). Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones. Synthesis: Journal of Synthetic Organic Chemistry, 50(04), 753-759. https://doi.org/10.1055/s-0036-1591745

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 t... Read More about Diastereoselective Synthesis and Diversification of Highly Functionalized Cyclopentanones.

A concise flow synthesis of indole-3-carboxylic ester and its derivatisation to an auxin mimic (2017)
Journal Article
Baumann, M., Baxendale, I. R., & Deplante, F. (2017). A concise flow synthesis of indole-3-carboxylic ester and its derivatisation to an auxin mimic. Beilstein Journal of Organic Chemistry, 13, 2549-2560. https://doi.org/10.3762/bjoc.13.251

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 des... Read More about A concise flow synthesis of indole-3-carboxylic ester and its derivatisation to an auxin mimic.

Sustainable Flow Synthesis of a Versatile Cyclopentenone Building Block (2017)
Journal Article
Baumann, M., Baxendale, I. R., Filipponi, P., & Hu, T. (2017). Sustainable Flow Synthesis of a Versatile Cyclopentenone Building Block. Organic Process Research and Development, 21(12), 2052-2059. https://doi.org/10.1021/acs.oprd.7b00328

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 workflo... Read More about Sustainable Flow Synthesis of a Versatile Cyclopentenone Building Block.

Flow-Assisted Synthesis: A Key Fragment of SR 142948A (2017)
Journal Article
Kitching, M. O., Dixon, O. E., Baumann, M., & Baxendale, I. R. (2017). Flow-Assisted Synthesis: A Key Fragment of SR 142948A. European Journal of Organic Chemistry, 2017(44), 6540-6553. https://doi.org/10.1002/ejoc.201700904

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 otherw... Read More about Flow-Assisted Synthesis: A Key Fragment of SR 142948A.

A Continuous-Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of Etomidate Derivatives (2017)
Journal Article
Baumann, M., & Baxendale, I. R. (2017). A Continuous-Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of Etomidate Derivatives. European Journal of Organic Chemistry, 2017(44), 6518-6524. https://doi.org/10.1002/ejoc.201700833

A simple yet robust flow set-up for the efficient desulfurization of a series of thioimidazoles is presented, which generates the corresponding imidazole derivatives in high yields. The strategic choice of peristaltic over piston pumps allowed reliab... Read More about A Continuous-Flow Method for the Desulfurization of Substituted Thioimidazoles Applied to the Synthesis of Etomidate Derivatives.

Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate (2017)
Journal Article
Baumann, M., & Baxendale, I. R. (2017). Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate. Molbank, 2017(3), Article M951. https://doi.org/10.3390/m951

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 i... Read More about Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate.

Rac-2′,3a,6,6,6′,6′-Hexamethyl-3a,3b,6,7-tetra-hydrospiro-[benzo[2,3]cyclopropa[1,2-c]pyrazole-1,1′-cyclo-hepta[2,4]diene] (2017)
Journal Article
Baumann, M., & Baxendale, I. (2017). Rac-2′,3a,6,6,6′,6′-Hexamethyl-3a,3b,6,7-tetra-hydrospiro-[benzo[2,3]cyclopropa[1,2-c]pyrazole-1,1′-cyclo-hepta[2,4]diene]. Molbank, 2017(3), Article M948. https://doi.org/10.3390/m948

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... Read More about Rac-2′,3a,6,6,6′,6′-Hexamethyl-3a,3b,6,7-tetra-hydrospiro-[benzo[2,3]cyclopropa[1,2-c]pyrazole-1,1′-cyclo-hepta[2,4]diene].

Continuous flow synthesis of poly(acrylic acid) via free radical polymerisation (2017)
Journal Article
Brocken, L., Price, P. D., Whittaker, J., & Baxendale, I. R. (2017). Continuous flow synthesis of poly(acrylic acid) via free radical polymerisation. Reaction Chemistry and Engineering, 2(5), 662-668. https://doi.org/10.1039/c7re00063d

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 experimenta... Read More about Continuous flow synthesis of poly(acrylic acid) via free radical polymerisation.

Purification of poly(acrylic acid) using a membrane ultra-filtration unit in flow (2017)
Journal Article
Brocken, L., Whittaker, J., Price, P., & Baxendale, I. R. (2017). Purification of poly(acrylic acid) using a membrane ultra-filtration unit in flow. Reaction Chemistry and Engineering, 2(5), 656-661. https://doi.org/10.1039/c7re00080d

We have developed methodology to synthesise aqueous soluble polymers such as poly(acrylic acid) in flow, enabling access to a variety of molecular weights [L. Brocken, P. D. Price, J. Whittaker and I. R. Baxendale, React. Chem. Eng., 2017, in press].... Read More about Purification of poly(acrylic acid) using a membrane ultra-filtration unit in flow.

A Continuous Flow Synthesis and Derivatisation of 1,2,4-Thiadiazoles (2017)
Journal Article
Baumann, M., & Baxendale, I. (2017). A Continuous Flow Synthesis and Derivatisation of 1,2,4-Thiadiazoles. Bioorganic and Medicinal Chemistry, 25(23), 6218-6223. https://doi.org/10.1016/j.bmc.2017.01.022

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 reagen... Read More about A Continuous Flow Synthesis and Derivatisation of 1,2,4-Thiadiazoles.

Adjust band gap of IATO nanoparticles to obtain desirable optical property by one-step hydrothermal oxidation (2017)
Journal Article
Hu, T., Su, Y., Baxendale, I. R., Tan, J., Tang, H., Xiao, L., …Ning, P. (2017). Adjust band gap of IATO nanoparticles to obtain desirable optical property by one-step hydrothermal oxidation. Current Applied Physics, 17(4), 584-591. https://doi.org/10.1016/j.cap.2017.01.011

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 wavelen... Read More about Adjust band gap of IATO nanoparticles to obtain desirable optical property by one-step hydrothermal oxidation.