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Dr Matthew Tredwell
- Available for postgraduate supervision
Teams and roles for Matthew Tredwell
Senior Research Fellow
Senior Lecturer in Medicinal Chemistry
Overview
Tredwell Group – core research areas
- organofluorine chemistry
- transition-metal catalysis
- radiochemical synthesis
- radiotracer development
- automated synthesis
- clinical translation
Publication
2025
- Hadjipaschalis, N. et al., 2025. Ethyl pinacol boronates as advantageous precursors for copper-mediated radiofluorination. Organic Letters 27 (24), pp.6545–6550. (10.1021/acs.orglett.5c02055)
- Hind, J. et al. 2025. The Baeyer-Villiger oxidation of cubyl ketones: a synthetic route to functionalized cubanols. Organic Letters 27 (33), pp.9218-9222. (10.1021/acs.orglett.5c02760)
- Mishra, P. et al. 2025. Radiochemical synthesis of alkyl geminal 18F-difluoroalkyl motifs mediated by silver(I) oxide. Organic Letters 27 (7), pp.1724-1728. (10.1021/acs.orglett.5c00187)
- Ogilvy, I. F. et al., 2025. 18F-radiopharmaceutical diversification enabled by deaminative cross-electrophile couplings. Angewandte Chemie International Edition e22650. (10.1002/anie.202522650)
- Qin, M. et al. 2025. The synthesis of [18F]SynVesT-1 and [18F]SynVesT-2 from enantioenriched boronic esters. Chemical Communications 61 (90), pp.17689-17692. (10.1039/D5CC05507E)
2024
- Ford, J. et al., 2024. Expedient access to 18F-fluoroheteroarenes via deaminative radiofluorination of aniline-derived pyridinium salts. Angewandte Chemie 63 (26) e202404945. (10.1002/anie.202404945)
- Ortalli, S. et al., 2024. 18F-Difluoromethyl(ene) motifs via oxidative fluorodecarboxylation with [18F]Fluoride. Organic Letters 26 (43), pp.9368-9372. (10.1021/acs.orglett.4c03611)
- Ortalli, S. et al., 2024. Photoredox nucleophilic (radio)fluorination of alkoxyamines. Journal of the American Chemical Society 146 (17), pp.11599-11604. (10.1021/jacs.4c02474)
2022
- Gendron, T. et al., 2022. Multi‐patient dose synthesis of [18F] Flumazenil via a copper‐mediated 18F‐fluorination. EJNMMI Radiopharmacy and Chemistry 7 5. (10.1186/s41181-022-00158-z)
- Sap, J. B. I. et al., 2022. [18F]Difluorocarbene for Positron Emission Tomography. Nature 606 , pp.102-108. (10.1038/s41586-022-04669-2)
2019
- Frost, A. B. et al., 2019. Synthesis and derivatization of 1,1-[18 F] difluorinated alkenes. Angewandte Chemie 131 (2), pp.482-486. (10.1002/ange.201810413)
- Frost, A. B. et al., 2019. Synthesis and derivatization of 1,1-[18 F] difluorinated alkenes. Angewandte Chemie International Edition 58 (2), pp.472-476. (10.1002/anie.201810413)
- Tredwell, M. 2019. Expanding the 18F-radiochemical space: synthesis and applications of 1,1-18F-difluorinated alkenes. SYNLETT 30 (12), pp.1371-1376. (10.1055/s-0037-1611764)
2018
- Verhoog, S. et al., 2018. 18F-trifluoromethylation of unmodified peptides with 5-18F-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate. Journal of the American Chemical Society 140 (5), pp.1572-1575. (10.1021/jacs.7b10227)
2017
- Brambilla, M. and Tredwell, M. 2017. Palladium-catalyzed Suzuki-Miyaura cross-coupling of secondary α-(trifluoromethyl)benzyl tosylates. Angewandte Chemie 129 (39), pp.12143-12147. (10.1002/ange.201706631)
- Brambilla, M. and Tredwell, M. 2017. Palladium-catalyzed Suzuki-Miyaura cross-coupling of secondary α-(trifluoromethyl)benzyl tosylates. Angewandte Chemie International Edition 56 (39), pp.11981-11985. (10.1002/anie.201706631)
- Taylor, N. J. et al., 2017. Derisking the Cu-mediated 18F-fluorination of heterocyclic positron emission tomography radioligands. Journal of the American Chemical Society 139 (24), pp.8267-8276. (10.1021/jacs.7b03131)
2016
- Preshlock, S. et al., 2016. Enhanced copper-mediated 18F-fluorination of aryl boronic esters provides eight radiotracers for PET applications. Chemical Communications 52 (54), pp.8361-8364. (10.1039/c6cc03295h)
- Preshlock, S. , Tredwell, M. and Gouverneur, V. 2016. 18F-labeling of arenes and aeteroarenes for applications in Positron Emission Tomography. Chemical Reviews 116 (2), pp.719-766. (10.1021/acs.chemrev.5b00493)
- Wilson, T. C. et al., 2016. Radiosynthesis of SPECT tracers via a copper mediated123I iodination of (hetero)aryl boron reagents. Chemical Communications 52 (90), pp.13277--13280. (10.1039/c6cc07417k)
2015
- Buckingham, F. et al., 2015. Oxidative fluorination of N-arylsulfonamides. Journal of Fluorine Chemistry 180 , pp.33--39. (10.1016/j.jfluchem.2015.07.030)
- Hueting, R. et al., 2015. A dual radiolabelling approach for tracking metal complexes: investigating the speciation of copper bis(thiosemicarbazonates) in vitro and in vivo.. Metallomics : integrated biometal science 7 (5), pp.795-804. (10.1039/c4mt00330f)
- Khotavivattana, T. et al., 2015. 18F-Labeling of Aryl-SCF3, -OCF3and -OCHF2with [18F]Fluoride. Angewandte Chemie International Edition 54 (34), pp.9991-9995. (10.1002/anie.201504665)
- Verhoog, S. et al., 2015. Silver-mediated 18F-labeling of aryl-CF3 and aryl-CHF2 with 18F-fluoride. SYNLETT 27 (01), pp.25-28. (10.1055/s-0035-1560592)
2014
- Anthony, D. C. et al., 2014. Anti-CD20 inhibits T cell-mediated pathology and microgliosis in the rat brain.. Annals of Clinical and Translational Neurology 1 (9), pp.659-669. (10.1002/acn3.94)
- Emer, E. et al., 2014. Diversity-oriented approach to CF3CHF-, CF3CFBr-, CF3CF2-, (CF3)2CH-, and CF3(SCF3)CH-substituted arenes from 1-(diazo-2,2,2-trifluoroethyl)arenes.. Organic Letters 16 (22), pp.6004-6007. (10.1021/ol5030184)
- Hueting, R. et al., 2014. A comparison of the behavior of (64)Cu-acetate and (64)Cu-ATSM in vitro and in vivo.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 55 (1), pp.128-134. (10.2967/jnumed.113.119917)
- O'Brien, E. R. et al., 2014. Glial activation in the early stages of brain metastasis: TSPO as a diagnostic biomarker.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 5 (2), pp.275-280. (10.2967/jnumed.113.127449)
- Tredwell, M. et al. 2014. A general copper-mediated nucleophilic18F fluorination of arenes. Angewandte Chemie International Edition 53 (30), pp.7751-7755. (10.1002/anie.201404436)
2013
- Benedetto, E. et al., 2013. Regio- and stereoretentive synthesis of branched, linear (E)- and (Z)-allyl fluorides from allyl carbonates under Ir-catalysis. Chem. Sci. 4 (1), pp.89-96. (10.1039/c2sc21789a)
- Huiban, M. et al., 2013. A broadly applicable [18F]trifluoromethylation of aryl and heteroaryl iodides for PET imaging. Nature Chemistry 5 (11), pp.941-944. (10.1038/nchem.1756)
- Mizuta, S. et al., 2013. Catalytic decarboxylative fluorination for the synthesis of tri- and difluoromethyl arenes.. Organic Letters 15 (11), pp.2648-2651. (10.1021/ol4009377)
2012
- Benedetto, E. et al., 2012. Platinum-catalyzed substitution of allylic fluorides. Organometallics 31 (4), pp.1408-1416. (10.1021/om201029m)
- Gao, Z. et al., 2012. Metal-free oxidative fluorination of phenols with [18F]fluoride. Angewandte Chemie International Edition 51 (27), pp.6733-6737. (10.1002/anie.201201502)
- Tredwell, M. and Gouverneur, V. 2012. 1.5 fluorine in medicinal chemistry: importance of chirality. In: Comprehensive chirality. Vol. 1, Reference module in Chemistry, Molecular Sciences and Chemical Engineering London: Elsevier. , pp.70--85. (10.1016/b978-0-08-095167-6.00106-3)
- Tredwell, M. and Gouverneur, V. 2012. 18F labeling of arenes. Angewandte Chemie International Edition 51 (46), pp.11426-11437. (10.1002/anie.201204687)
2011
- Hollingworth, C. et al., 2011. Palladium-catalyzed allylic fluorination. Angewandte Chemie International Edition 50 (11), pp.2613-2617. (10.1002/anie.201007307)
- Kersemans, V. et al., 2011. Hypoxia imaging using PET and SPECT: the effects of anesthetic and carrier gas on [Cu]-ATSM, [Tc]-HL91 and [F]-FMISO tumor hypoxia accumulation.. PLoS One 6 (11) e25911. (10.1371/journal.pone.0025911)
2010
- Tredwell, M. J. et al. 2010. Palladium(II)-catalyzed C-H bond arylation of electron-deficient arenes at room temperature. Angewandte Chemie International Edition 50 (5), pp.1076-1079. (10.1002/anie.201005990)
2008
- Tredwell, M. et al. 2008. Fluorine-directed diastereoselective iodocyclizations. Angewandte Chemie International Edition 47 (2), pp.357-360. (10.1002/anie.200703465)
2007
- Kostov, G. et al., 2007. Kinetics of radical copolymerization of [1-(fluoromethyl)vinyl]benzene with chlorotrifluoroethylene. Journal of Polymer Science Part A: Polymer Chemistry 45 (17), pp.3843-3850. (10.1002/pola.22134)
- Sawicki, M. et al., 2007. Single and double stereoselective fluorination of (E)-allylsilanes. Beilstein Journal of Organic Chemistry 3 (1), pp.34. (10.1186/1860-5397-3-34)
- Teare, H. et al., 2007. A convergent approach for the synthesis of fluorinated sphingosine analogues. Archive for Organic Chemistry 2007 (10), pp.232-244. (10.3998/ark.5550190.0008.a14)
2006
- Tredwell, M. and Gouverneur, V. 2006. Electrophilic fluorination of organosilanes. Org. Biomol. Chem. 4 (1), pp.26-32. (10.1039/b513399h)
2005
- Tredwell, M. et al. 2005. Synthesis of novel enantiopure fluorinated building blocks from acyclic chiral allylsilanes.. Organic Letters 7 (20), pp.4495-4497. (10.1021/ol0518535)
Articles
- Anthony, D. C. et al., 2014. Anti-CD20 inhibits T cell-mediated pathology and microgliosis in the rat brain.. Annals of Clinical and Translational Neurology 1 (9), pp.659-669. (10.1002/acn3.94)
- Benedetto, E. et al., 2012. Platinum-catalyzed substitution of allylic fluorides. Organometallics 31 (4), pp.1408-1416. (10.1021/om201029m)
- Benedetto, E. et al., 2013. Regio- and stereoretentive synthesis of branched, linear (E)- and (Z)-allyl fluorides from allyl carbonates under Ir-catalysis. Chem. Sci. 4 (1), pp.89-96. (10.1039/c2sc21789a)
- Brambilla, M. and Tredwell, M. 2017. Palladium-catalyzed Suzuki-Miyaura cross-coupling of secondary α-(trifluoromethyl)benzyl tosylates. Angewandte Chemie 129 (39), pp.12143-12147. (10.1002/ange.201706631)
- Brambilla, M. and Tredwell, M. 2017. Palladium-catalyzed Suzuki-Miyaura cross-coupling of secondary α-(trifluoromethyl)benzyl tosylates. Angewandte Chemie International Edition 56 (39), pp.11981-11985. (10.1002/anie.201706631)
- Buckingham, F. et al., 2015. Oxidative fluorination of N-arylsulfonamides. Journal of Fluorine Chemistry 180 , pp.33--39. (10.1016/j.jfluchem.2015.07.030)
- Emer, E. et al., 2014. Diversity-oriented approach to CF3CHF-, CF3CFBr-, CF3CF2-, (CF3)2CH-, and CF3(SCF3)CH-substituted arenes from 1-(diazo-2,2,2-trifluoroethyl)arenes.. Organic Letters 16 (22), pp.6004-6007. (10.1021/ol5030184)
- Ford, J. et al., 2024. Expedient access to 18F-fluoroheteroarenes via deaminative radiofluorination of aniline-derived pyridinium salts. Angewandte Chemie 63 (26) e202404945. (10.1002/anie.202404945)
- Frost, A. B. et al., 2019. Synthesis and derivatization of 1,1-[18 F] difluorinated alkenes. Angewandte Chemie 131 (2), pp.482-486. (10.1002/ange.201810413)
- Frost, A. B. et al., 2019. Synthesis and derivatization of 1,1-[18 F] difluorinated alkenes. Angewandte Chemie International Edition 58 (2), pp.472-476. (10.1002/anie.201810413)
- Gao, Z. et al., 2012. Metal-free oxidative fluorination of phenols with [18F]fluoride. Angewandte Chemie International Edition 51 (27), pp.6733-6737. (10.1002/anie.201201502)
- Gendron, T. et al., 2022. Multi‐patient dose synthesis of [18F] Flumazenil via a copper‐mediated 18F‐fluorination. EJNMMI Radiopharmacy and Chemistry 7 5. (10.1186/s41181-022-00158-z)
- Hadjipaschalis, N. et al., 2025. Ethyl pinacol boronates as advantageous precursors for copper-mediated radiofluorination. Organic Letters 27 (24), pp.6545–6550. (10.1021/acs.orglett.5c02055)
- Hind, J. et al. 2025. The Baeyer-Villiger oxidation of cubyl ketones: a synthetic route to functionalized cubanols. Organic Letters 27 (33), pp.9218-9222. (10.1021/acs.orglett.5c02760)
- Hollingworth, C. et al., 2011. Palladium-catalyzed allylic fluorination. Angewandte Chemie International Edition 50 (11), pp.2613-2617. (10.1002/anie.201007307)
- Hueting, R. et al., 2014. A comparison of the behavior of (64)Cu-acetate and (64)Cu-ATSM in vitro and in vivo.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 55 (1), pp.128-134. (10.2967/jnumed.113.119917)
- Hueting, R. et al., 2015. A dual radiolabelling approach for tracking metal complexes: investigating the speciation of copper bis(thiosemicarbazonates) in vitro and in vivo.. Metallomics : integrated biometal science 7 (5), pp.795-804. (10.1039/c4mt00330f)
- Huiban, M. et al., 2013. A broadly applicable [18F]trifluoromethylation of aryl and heteroaryl iodides for PET imaging. Nature Chemistry 5 (11), pp.941-944. (10.1038/nchem.1756)
- Kersemans, V. et al., 2011. Hypoxia imaging using PET and SPECT: the effects of anesthetic and carrier gas on [Cu]-ATSM, [Tc]-HL91 and [F]-FMISO tumor hypoxia accumulation.. PLoS One 6 (11) e25911. (10.1371/journal.pone.0025911)
- Khotavivattana, T. et al., 2015. 18F-Labeling of Aryl-SCF3, -OCF3and -OCHF2with [18F]Fluoride. Angewandte Chemie International Edition 54 (34), pp.9991-9995. (10.1002/anie.201504665)
- Kostov, G. et al., 2007. Kinetics of radical copolymerization of [1-(fluoromethyl)vinyl]benzene with chlorotrifluoroethylene. Journal of Polymer Science Part A: Polymer Chemistry 45 (17), pp.3843-3850. (10.1002/pola.22134)
- Mishra, P. et al. 2025. Radiochemical synthesis of alkyl geminal 18F-difluoroalkyl motifs mediated by silver(I) oxide. Organic Letters 27 (7), pp.1724-1728. (10.1021/acs.orglett.5c00187)
- Mizuta, S. et al., 2013. Catalytic decarboxylative fluorination for the synthesis of tri- and difluoromethyl arenes.. Organic Letters 15 (11), pp.2648-2651. (10.1021/ol4009377)
- O'Brien, E. R. et al., 2014. Glial activation in the early stages of brain metastasis: TSPO as a diagnostic biomarker.. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 5 (2), pp.275-280. (10.2967/jnumed.113.127449)
- Ogilvy, I. F. et al., 2025. 18F-radiopharmaceutical diversification enabled by deaminative cross-electrophile couplings. Angewandte Chemie International Edition e22650. (10.1002/anie.202522650)
- Ortalli, S. et al., 2024. 18F-Difluoromethyl(ene) motifs via oxidative fluorodecarboxylation with [18F]Fluoride. Organic Letters 26 (43), pp.9368-9372. (10.1021/acs.orglett.4c03611)
- Ortalli, S. et al., 2024. Photoredox nucleophilic (radio)fluorination of alkoxyamines. Journal of the American Chemical Society 146 (17), pp.11599-11604. (10.1021/jacs.4c02474)
- Preshlock, S. et al., 2016. Enhanced copper-mediated 18F-fluorination of aryl boronic esters provides eight radiotracers for PET applications. Chemical Communications 52 (54), pp.8361-8364. (10.1039/c6cc03295h)
- Preshlock, S. , Tredwell, M. and Gouverneur, V. 2016. 18F-labeling of arenes and aeteroarenes for applications in Positron Emission Tomography. Chemical Reviews 116 (2), pp.719-766. (10.1021/acs.chemrev.5b00493)
- Qin, M. et al. 2025. The synthesis of [18F]SynVesT-1 and [18F]SynVesT-2 from enantioenriched boronic esters. Chemical Communications 61 (90), pp.17689-17692. (10.1039/D5CC05507E)
- Sap, J. B. I. et al., 2022. [18F]Difluorocarbene for Positron Emission Tomography. Nature 606 , pp.102-108. (10.1038/s41586-022-04669-2)
- Sawicki, M. et al., 2007. Single and double stereoselective fluorination of (E)-allylsilanes. Beilstein Journal of Organic Chemistry 3 (1), pp.34. (10.1186/1860-5397-3-34)
- Taylor, N. J. et al., 2017. Derisking the Cu-mediated 18F-fluorination of heterocyclic positron emission tomography radioligands. Journal of the American Chemical Society 139 (24), pp.8267-8276. (10.1021/jacs.7b03131)
- Teare, H. et al., 2007. A convergent approach for the synthesis of fluorinated sphingosine analogues. Archive for Organic Chemistry 2007 (10), pp.232-244. (10.3998/ark.5550190.0008.a14)
- Tredwell, M. 2019. Expanding the 18F-radiochemical space: synthesis and applications of 1,1-18F-difluorinated alkenes. SYNLETT 30 (12), pp.1371-1376. (10.1055/s-0037-1611764)
- Tredwell, M. and Gouverneur, V. 2012. 18F labeling of arenes. Angewandte Chemie International Edition 51 (46), pp.11426-11437. (10.1002/anie.201204687)
- Tredwell, M. and Gouverneur, V. 2006. Electrophilic fluorination of organosilanes. Org. Biomol. Chem. 4 (1), pp.26-32. (10.1039/b513399h)
- Tredwell, M. et al. 2008. Fluorine-directed diastereoselective iodocyclizations. Angewandte Chemie International Edition 47 (2), pp.357-360. (10.1002/anie.200703465)
- Tredwell, M. et al. 2014. A general copper-mediated nucleophilic18F fluorination of arenes. Angewandte Chemie International Edition 53 (30), pp.7751-7755. (10.1002/anie.201404436)
- Tredwell, M. et al. 2005. Synthesis of novel enantiopure fluorinated building blocks from acyclic chiral allylsilanes.. Organic Letters 7 (20), pp.4495-4497. (10.1021/ol0518535)
- Tredwell, M. J. et al. 2010. Palladium(II)-catalyzed C-H bond arylation of electron-deficient arenes at room temperature. Angewandte Chemie International Edition 50 (5), pp.1076-1079. (10.1002/anie.201005990)
- Verhoog, S. et al., 2018. 18F-trifluoromethylation of unmodified peptides with 5-18F-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate. Journal of the American Chemical Society 140 (5), pp.1572-1575. (10.1021/jacs.7b10227)
- Verhoog, S. et al., 2015. Silver-mediated 18F-labeling of aryl-CF3 and aryl-CHF2 with 18F-fluoride. SYNLETT 27 (01), pp.25-28. (10.1055/s-0035-1560592)
- Wilson, T. C. et al., 2016. Radiosynthesis of SPECT tracers via a copper mediated123I iodination of (hetero)aryl boron reagents. Chemical Communications 52 (90), pp.13277--13280. (10.1039/c6cc07417k)
Book sections
- Tredwell, M. and Gouverneur, V. 2012. 1.5 fluorine in medicinal chemistry: importance of chirality. In: Comprehensive chirality. Vol. 1, Reference module in Chemistry, Molecular Sciences and Chemical Engineering London: Elsevier. , pp.70--85. (10.1016/b978-0-08-095167-6.00106-3)
Research
Research in the Tredwell Group has two main directions, organofluorine chemistry and fluorine-18 radiochemistry. We have fully equipped laboratories that allows us to perform both synthetic chemistry and radiochemistry in-house.
Fluorinated molecules have found widespread applications in agrochemistry, pharmaceuticals, through to fields such as materials science. Our research looks to develop novel methods for the selective and efficient synthesis of complex fluorinated compounds. Our current research programmes in this area includes
- Transition metal-catalysed synthesis of C-CF3 stereogenic centres
- Electrochemical fluorination
- Development of novel fluorinated motifs
Positron emission tomography (PET) imaging is a medicial imaging technique that is used both for clinical diagnosis of disease and to support drug discovery. This technique relies on the use of PET radiotracers, molecules containing positron-emitting radionuclides, designed to probe specific biochemical interactions. Fluorine-18 is positron-emitting radionuclide (t1/2 = 109.7 minutes) that is ideally suited for the radiolabelling of small molecules. Many of our synthetic chemistry programmes are intergrated in our radiochemistry research. Our current research in this area includes
- synthesis of 18F-perfluorinated motifs
- radiotracer development
- clinical translation of radiochemical technologies
For more information on specific projects available with Dr Matthew Tredwell please review the Molecular synthesis section of our research project themes.
Biography
- Senior Lecturer in Medicinal Chemistry 2023-current
- Senior Research Fellow, Cardiff University, 2023-current
- Lecturer in Medicinal Chemistry 2020-2023
- Research Fellow, Cardiff University, 2019-2023
Professional memberships
Member of Royal Society of Chemistry (MRSC)
Chartered Chemist (CChem)
Academic positions
- Group Leader, Max-Planck-Institut für Kohlenforschung, 2015-2019
- Postdoctoral Researcher, University of Oxford, 2009-2015
- Postdoctoral Researcher, University of Cambridge, 2007-2009
- DPhil, University of Oxford, 2003-2007
- MChem University of Oxford, 1999-2003
Supervisions
Radiochemistry
Organic chemistry
Radiotracer design
Medicinal chemistry
Contact Details
Research themes
Specialisms
- Organic chemical synthesis
- Biomedical imaging
- Medicinal and biomolecular chemistry
- radiochemistry