Publications

69.  Investigations into the Radical Cascade Route to a Spiro-Azaindane. Chelsea D. Grace, Simon Nicolle, and John A. Murphy, Arkivoc, 2024, 202312115. DOI: https://doi.org/10.24820/ark.5550190.p012.115.

68.  Synthesis of 2,6-trans-Tetrahydropyrans Using a Palladium-Catalyzed Oxidative Heck Redox-Relay Strategy. Holly E. Bonfield, Colin M. Edge, Marc Reid, Alan R. Kennedy, David D. Pascoe, David M. Lindsay, and Damien Valette, Org. Lett., 2024, articles asap. DOI: https://doi.org/10.1021/acs.orglett.3c03866.

67.  Copper-mediated N-Trifluoromethylation of O-Benzoylhydroxylamines. Thomas D. Fleetwood, William J. Kerr, and Joseph Mason, Chem. Eur. J., 2024, 30, article number: e202303314.

66.  Organometallic Bridge Diversification of Bicyclo[1.1.1]pentanes. Joseph M. Anderson, Darren L. Poole, Gemma C. Cook, John A. Murphy, and Nicholas D. Measom, Chem. Eur. J., 2023, article number: e202304070.

65.   Structure-Guided Design of a Domain-Selective Bromodomain and Extra Terminal (BET) N-Terminal Bromodomain Chemical Probe.  Erin Bradley, Lucia Fusani, Chun-wa Chung, Peter D. Craggs, Emmanuel H. Demont, Philip G. Humphreys, Darren J. Mitchell, Alex Phillipou, Inmaculada Rioja, Rishi R. Shah, Christopher R. Wellaway, Rab K. Prinjha, David S. Palmer, William J. Kerr, Marc Reid, Ian D. Wall, and Rosa Cookson, J. Med. Chem., 2023, article accepted.  DOI: 10.1021/acs.jmedchem.3c00906.

64.  Robust and General Late-Stage Methylation of Aryl Chlorides: Application to Isotopic Labeling of Drug-like Scaffolds.  Davenport, E.; Negru, D. E.; Badman, G.; Lindsay, D. M.; Kerr, W. J. ACS Catal., 2023, 13, 11541-11547.

63.  Experimental and Computational Insights into the Mechanism of the Copper(I)-catalysed Sulfonylative Suzuki-Miyaura Reaction.  Hall, C. G. J.; Sneddon, H. F.; Pogany, P.; Lindsay, D. M.; Kerr, W. J. Chem. Sci., 2023, 24, 6738-6755. 

62. AI4Green: An Open-Source ELN for Green and Sustainable Chemistry. Boobier, S.; Davies, J. C.; Derbenev, I. N.; Handley, C. M.; Hirst, J. D. J. Chem. Inf. Mod., 2023, 63, 2895–2901.

61. Peracid Oxidation of Unactivated sp³ C−H Bonds: An Important Solvent Effect. Maciuk, S.; Wood, S. H.; Patel, V. K.; Shapland, P. D. P.; Tomkinson, N. C. O. Chem. Eur. J., 2023, e202204007.

60. Profiling Sulfur(VI) Fluorides as Reactive Functionalities for Chemical Biology Tools and Expansion of the Ligandable Proteome. Gilbert, K. E.; Vuorinen, V.; Aatkar, A.; Pogány, P.; Pettinger, J.; Grant, E. K.; Kirkpatrick, J. M.; Rittinger, K.; House, D.; Burley, G. A.; Bush, J. T. ACS Chem. Biol., 2023, 18, 285-295.

59. Accurately Predicting Solvation Free Energy in Aqueous and Organic Solvents Beyond 298 K by Combining Deep Learning and the 1D Reference Interaction Site Model. Fowles, D. J.; McHardy, R. G.; Ahmad, A.; Palmer, D. S. Digital Discovery, 2023, 2, 177-188.

58. A Scalable Synthesis of Chiral Himbert Diene Ligands for Asymmetric Catalysis. Rit, R. K.; Li, H.; Argent, S. P.; Wheelhouse, K. M.; Woodward, S.; Lam, H. W. Adv. Synth. Catal., 2023, 365, 1629-1639.

57. Blinded Predictions and Post Hoc Analysis of the Second Solubility Challenge Data: Exploring Training Data and Feature Set Selection for Machine and Deep Learning Models. Conn, J. G. M.; Carter, J. W.; Conn, J. J. A.; Subramanian, V.; Baxter, A.; Engkvist, O.; Llinas, A.; Ratkova, E. L.; Pickett, S. D.; McDonagh, J. L.; Palmer, D. S. J. Chem. Inf. Model., 2023, 63, 1099-1113.

56. Solvation Entropy, Enthalpy and Free Energy Prediction Using a Multi-Task Deep Learning Functional in 1D-RISM. Fowles, D. J.; Palmer, D. S. Phys. Chem. Chem. Phys., 2023, 25, 6944-6954.

55. Free energy perturbation calculations of tetrahydroquinolines complexed to the first bromodomain of BRD4. Silva, A. F.; Guest, E. E.; Falcone, B. N.; Pickett, S. D.; Rogers, D. M.; Hirst, J. D. Mol. Phys., 2022, 120, e2124201.

54. N-Hydroxyethyl Acrylamide as a Functional eROP Initiator for the Preparation of Nanoparticles Under “Greener” Reaction Conditions. Lentz, J. C.; Cavanagh, R.; Moloney, C.; Pin, B. F.; Korsten, K.; Fowler, H. R.; Jacob, P. L.; Krumins, E.; Clark, C.; Machado, F.; Breitkreuz, N.; Cale, B.; Goddard, A. R.; Hirst, J. D.; Taresco, V.; Howdle, S. M. Polym. Chem., 2022, 13, 6032-6045.

53. Identification and Optimization of a Ligand-Efficient Benzoazepinone Bromodomain and Extra Terminal (BET) Family Acetyl-Lysine Mimetic into the Oral Candidate Quality Molecule I-BET432. Humphreys, P. G.; Anderson, N. A.; Bamborough, P.; Baxter, A.; Chung, C.-W.; Cookson, R.; Craggs, P. D.; Dalton, T.; Fournier, J. C. L.; Gordon, L. J.; Gray, H. F.; Gray, M. W.; Gregory, R.; Hirst, D. J.; Jamieson, C. ; Jones, K. L.; Kessedjian, H.; Lugo, D.; McGonagle, G.; Patel, V. K.; Patten, C.; Poole, D. L.; Prinjha, R. K.; Ramirez-Molina, C.; Rioja, I.; Seal, G.; Stafford, K. A. J.; Shah, R. S.; Tape, D.; Theodolou, N. H.; Tomlinson, L.; Ukuser, S.; Wall, I. D.; Wellaway, N.; White, G. J. Med. Chem., 2022, 65, 15174-15207.

52. Electrochemical Synthesis of Isoxazolines: Method and Mechanism. Holman, S. D. L.; Wills, A. G.; Fazakerly, N. J.; Poole, D. L.; Coe, D. M.; Berlouis, L. A.; Reid, M. Chem. Eur. J., 2022, 28, e202103728.

51. Machine Learnt Patterns in Rhodium-catalysed Asymmetric Michael Addition Using Chiral Diene Ligands. Owen, B.; Wheelhouse, K. M.; Figueredo, G.; Özcan, E.; Woodward, S. Results Chem., 2022, 4, 100379.

50. Highly Selective α-Aryloxyalkyl C–H Functionalisation of Aryl Alkyl Ethers. Bell, J. D.; Robb, I.; Murphy, J. A. Chem. Sci., 2022, 13, 12921-12926.

49. Software Tools for Green and Sustainable Chemistry. Derbenev, I. N.; Dowden, J.; Twycross, J.; Hirst, J. D. Curr. Opin. Green Sustainable Chem., 2022, 35, 100623.

48. Alchemical Free Energy Methods Applied to Complexes of the First Bromodomain of BRD4. Guest, E. E.; Cervantes, L. F.; Pickett, S. D.; Brooks III, C. L.; Hirst, J. D. J. Chem. Inf. Model., 2022, 62, 1458-1470.

47. Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives. Jordan, A.; Hall, C. G. J.; Thorp, L. R.; Sneddon, H. F. Chem. Rev., 2022, 122, 6749-6794.

46. Modular Synthesis of a,a-Diaryl a-Amino Esters via Bi(V)-Mediated Arylation/S_N2-Displacement of Kukhtin-Ramirez Intermediates.  Calcatelli, A.; Denton, R. A.; Ball, L. T.; Org. Lett., 2022, 24, 8002-8007.

45. Nitrogen-Centered Radicals in Functionalization of sp2 Systems: Generation, Reactivity, and Applications in Synthesis.  Pratley, C.; Fenner, S.; Murphy, J. A.; Chem. Rev., 2022, 122, 8181-8260.

44. Design, Synthesis, and Characterization of I-BET567, a Pan-Bromodomain and Extra Terminal (BET) Bromodomain Oral Candidate. Humphreys, P. G.; Atkinson, S. J.; Bamborough, P.; Bit, R. A.; Chung, C.-w.; Craggs, P. D.; Cutler, L.; Davis, R.; Ferrie, A.; Gong, G.; Gordon, L. J.; Gray, M.; Harrison, L. A.; Hayhow, T. G.; Haynes, A.; Henley, N.; Hirst, D. J.; Holyer, I. D.; Lindon, M. J.; Lovatt, C.; Lugo, D.; McCleary, S.; Molnar, J.; Osmani, Q.; Patten, C.; Preston, A.; Rioja, I.; Seal, J. T.; Smithers, N.; Sun, F.; Tang, D.; Taylor, S.; Theodoulou, N. H.; Thomas, C.; Watson, R. J.; Wellaway, C. R.; Zhu, L.; Tomkinson, N. C. O.; Prinjha, R. K. J. Med. Chem., 2022, 65, 2262-2287.

43. Process Safety in the Pharmaceutical Industry: A Selection of Illustrative Case Studies. Dunn, A. L.; Payne, A.; Clark, P. R.; McKay, C.; Williams, G. D.; Wheelhouse, K.; Arendt, K.; Dixon, F.; Shilcrat, S. J. Chem. Educ., 2021, 98, 175-182.

42. Optimization of Naphthyridones into Selective TATA-Binding Protein Associated Factor 1 (TAF1) Bromodomain Inhibitors. Clegg, M. A.; Theolodoulou, N. H.; Bamborough, P.; Chung, C.-w.; Craggs, P. D.; Demont, E. H.; Gordon, L. J.; Liwicki, G. M.; Phillpou, A.; Tomkinson, N. C. O.; Prinjha, R. K.; Humphreys, P. ACS Med. Chem. Lett., 2021, 12, 1308–1317.

41. A Solvent-reagent Selection Guide for Steglich-type Esterification of Carboxylic Acids. Jordan, A.; Whymark, K. D.; Sydenham, J.; Sneddon, H. F. Green Chem., 2021, 23, 6405-6413.

40. Chlorinated Solvents: Their Advantages, Disadvantages, and Alternatives in Organic and Medicinal Chemistry. Jordan, A.; Stoy, P.; Sneddon, H. F. Chem. Rev., 2021, 121, 1582-1622.

39. Structural Variation of Protein-ligand Complexes of the First Bromodomain of BRD4. Guest, E. E.; Pickett, S. D.; Hirst, J. D. Org. Biomol. Chem., 2021, 19, 5632-5641.

38. A Phenotypic Approach for the Identification of New Molecules for Targeted Protein Degradation Applications. Stacey, P.; Lithgow, H.; Lewell, X.; Konopacka, A.; Besley, S.; Green, G.; Whatling, R.; Law, R.; Röth, S.; Sapkota, G. P.; Smith, I. E. D.; Burley, G. A.; Harling, J.; Benowitz, A. B.; Queisser, M. A,; Muelbaier. SLAS Discovery, 2021, 26, 885-895.

37. Towards Physics-based Solubility Computation for Pharmaceuticals to Rival Informatics. Fowles, D. J.; Palmer, D. S.; Guo, R.; Price, S. L.; Mitchell, J. B. O. J. Chem. Theory Comput., 2021, 17, 3700–3709.

36. Recent Advances in the Generation of Nitrilium Betaine 1,3-Dipoles. Livingstone, K.; Little, G.; Jamieson, C. Synthesis, 2021, 53, 2395-2407.

35. Influence of Structure and Solubility of Chain Transfer Agents on the RAFT Controlled Dispersion Polymerisation in scCO2. Pacheco, A. A. C.; da Silva Filho, A. F.; Kortsen, K.; Hanson-Heine, M. W. D.; Taresco, V.; Hirst, J. D.; Lansalot, M.; D’Agosto, F.; Howdle, S. M. Chem. Sci., 2021, 12, 1016–1030.

34. Trialkylammonium Salt Degradation: Implications for Methylation and Cross-coupling. Washington, J. B.; Assante, M.; Yan, C.; McKinney, D.; Juba, V.; Leach, A. G.; Baillie, S. E.; Reid, M. Chem. Sci., 2021, 12, 6949-6963.

33. Investigating the Effects of the Core Nitrogen Atom Configuration on the Thermodynamic Solubility of 6,5-Bicyclic Heterocycles. Cosgrove, B.; Down, K.; Bertrand, S.; Tomkinson, N. C. O.; Barker, M. D. Bioorg. Med. Chem. Lett., 2021, 33, 127752.

32. Synthesis of Arylethylamines via C(sp³)–C(sp³) Palladium-Catalyzed Cross-Coupling. Lippa, R. A.; Battersby, D. J.; Murphy, J. A.; Barrett, T. N. J. Org. Chem., 2021, 86, 3583–3604.

31. A Sustainable and Scalable Multicomponent Continuous Flow Process to Access Fused Imidazoheterocycle Pharmacophores. Baker, B. J. M.; Kerr, W. J.; Lindsay, D. M.; Patel, V. K.; Poole, D. L. Green Chem., 2021, 23, 280-287.

30. Ruthenium-Catalyzed Ester Reductions Applied to Pharmaceutical Intermediates. Shaalan, Y.; Boulton, L.; Jamieson, C. Org. Proc. Res. Dev., 2020, 24, 2745-2751.

29. Development of a More Sustainable Appel Reaction. Jordan, A.; Sneddon, H. F.; Denton, R. M. ACS Sustainable Chem. Eng. 2020, 8, 2300-2309.

28. UV-Induced 1,3,4-Oxadiazole Formation from 5-Substituted Tetrazoles and Carboxylic Acids in Flow. Green, L.; Livingstone, K.; Bertrand, S.; Peace, S.; Jamieson, C. Chem. Eur. J., 2020, 26, 14866-14870.

27. Design and Development of a Macrocyclic Series Targeting Phosphoinositide 3-Kinase delta. Spencer, J. A.; Baldwin, I. R.; Barton, N.; Chung, C. W.; Convery, M. A.; Edwards, C. D.; Jamieson, C.; Mallett, D. N.; Rowedder, J. E.; Rowland, P.; Thomas, D. A.; Hardy, C. J. ACS Med. Chem. Lett., 2020, 11, 1386-1391.

26. Exploring Ligand Stability in Protein Crystal Structures Using Binding Pose Metadynamics. Fusani, L.; Palmer, D. S.; Somers, D. O.; Wall, I. D. J. Chem. Inf. Mod., 2020, 60, 1528-1539.

25. Molecular Simulation of aVb6 Integrin Inhibitors. Guest, E. E.; Oatley, S. A.; Macdonald, S. J. M.; Hirst, J. D. J. Chem. Inf. Mod., 2020, 60, 5487–5498.

24. Machine Learning for Chemical Synthesis. Haywood A. L.; Redshaw, J.; Gaertner, T.; Taylor, A.; Mason, A. M.; Hirst, J. D. In “Machine Learning in Chemistry: The Impact of Artificial Intelligence” Ed. Cartwright, H. RSC, London, Chapter 7, pp 169-194 (2020).

23. Optimization of Potent ATAD2 and CECR2 Bromodomain Inhibitors with an Atypical Binding Mode. Lucas, S. C. C.; Atkinson, S. J.; Bamborough, P.; Barnett, H.; Chung, C.-w.; Gordon, L.; Mitchell, D. J.; Phillipou, A.; Prinjha, R. K.; Sheppard, R. J.; Tomkinson, N. C. O.; Watson, R. J.; Demont, E. H. J. Med. Chem., 2020, 63, 5212–5241.

22. Visible Light-mediated Smiles Rearrangements and Annulations of Non-activated Aromatics. Lawson, C. A.; dominey, A. P.; Williams, G. D.; Murphy, J. A. Chem. Commun., 2020, 56, 11445-11448.

21. An Azide and Acetylene Free Synthesis of 1-Substituted 1,2,3-Triazoles. Patterson, S. J. M.; Clark, P. R.; Williams, G. D.; Tomkinson, N. C. O. Tetrahedron Lett., 2020, 61, 152483.

20. Discovery of the First Potent and Selective α_vβ₅ Integrin Inhibitor based on an Amide-containing Core. Lippa, R. A.; Barrett, J.; Pal, S.; Rowedder, J. E.; Murphy, J. A.; Barrett, T. N. Eur. J. Med. Chem., 2020, 208, 112719.

19. Stereoselective Remote Functionalization via Palladium-Catalyzed Redox-Relay Heck Methodologies. Bonfield, H. E.; Valette, D.; Lindsay, D. M.; Reid, M. Chem. Eur. J., 2021, 27, 158-174.

18. Facile Synthesis of 7-Alkyl-1,2,3,4-tetrahydro-1,8-naphthyridines as Arginine Mimetics using a Horner–Wadsworth–Emmons-based Approach. Lippa, R. A.; Murphy, J. A.; Barrett, T. N. Beilstein J. Org. Chem., 2020, 16, 1617–1626.

17. A Mechanistic and Cautionary Case Study on the Use of Alternating Potential in Electrochemical Reactions. Wills, A. G.; Poole, D. L.; Alder, C. M.; Reid, M. ChemElectroChem, 2020, 7, 2771–2776.

16. Application of Atypical Acetyl-lysine Methyl Mimetics in the Development of Selective Inhibitors of the Bromodomain-Containing Protein 7 (BRD7)/Bromodomain-Containing Protein 9 (BRD9) Bromodomains. Clegg, M. A.; Bamborough, P.; Chung, C.-w.; Craggs, P. D.; Gordon, L.; Grandi, P.; Leverige, M.; Lindon, M.; Liwicki, G. M.; Michon, A.-M.; Molnar, J.; Rioja, I.; Soden, P. E.; Theodoulou, N. H.; Werner, T.; Tomkinson, N. C. O.; Prinjha, R. K.; Humphreys, P. G. J. Med. Chem., 2020, 63, 5816–5840.

15. Hi-JAK-ing the Ubiquitin System: The Design and Physicochemical Optimisation of JAK PROTACs. Shah, R. R.; Redmond, J. M.; Mihut, A.; Menon, M.; Evans, J. P.; Murphy, J. A.; Bartholomew, M. A.; Coe, D. M. Bioorg. Med. Chem., 2020, 28, 115326.

14. A Scalable Metal-, Azide-, and Halogen-Free Method for the Preparation of Triazoles. Clark, P. R.; Williams, G. D.; Hayes, J. F.; Tomkinson, N. C. O. Angew. Chem. Int. Ed., 2020, 59, 6740-6744.

13. Hydrogen Atom Transfer-Mediated Domino Cyclisation Reaction to Access (Spiro)Quinazolinones. Turner, O. J.; Hirst, D. J.; Murphy, J. A. Chem. Eur. J., 2020, 26, 3026-3029.

12. The Right Light: De Novo Design of a Robust Modular Photochemical Reactor for Optimum Batch and Flow Chemistry. Bonfield, H. E.; Mercer, K.; Diaz-Rodriguez, A.; Cook, G. C.; McKay, B. S. J.; Slade, P.; Taylor, G. M.; Xiang Ooi, W.; Williams, J. D.; Roberts, J. P. M.; Murphy, J. A.; Schmermund, L.; Kroutil, W.; Mielke, T.; Cartwright, J.; Grogan, G.; Edwards, L. J. ChemPhotoChem, 2020, 4, 45-51.

11. Assessing the Limits of Sustainability for the Delépine Reaction. Jordan, A.; Huang, S.; Sneddon, H. F.; Nortcliffe, A. ACS Sustainable Chem. Eng., 2020, 8, 12746–12754.

10. A Photoaffinity-Based Fragment-Screening Platform for Efficient Identification of Protein Ligands. Grant, E. K.; Fallon, D. J.; Hann, M. M.; Fantom, K. G. M.; Quinn, C.; Zappacosta, F.; Annan, R. S.; Chung, C.-w.; Bamborough, P.; Dixon, D. P.; Stacey, P.; House, D.; Patel, V. K.; Tomkinson, N. C. O.; Bush, J. T. Angew. Chem. Int. Ed., 2020, 59, 21096-21105.

9. Redox-neutral organocatalytic Mitsunobu reactions. Beddoe, R. H.; Andrews, K. G.; Magné, V.; Cuthbertson, J. D.; Saska, J.; Shannon-Little, A. L.; Shanahan, S. E.; Sneddon, H. F.; Denton, R. Science, 2019, 365, 910-914.

8. Metal-free C–C Bond Formation via Coupling of Nitrile Imines and Boronic Acids. Livingstone, K.; Bertrand, S.; Mowat, J.; Jamieson C. Chem. Sci., 2019, 10, 10412-10416. 

7. A Photoaffinity Displacement Assay and Probes to Study the Cyclin-Dependent Kinase Family. Grant, E. K.; Fallon, D. J.; Eberl, C.; Fantom, K. G. M.; Zappacosta, F.; Messenger, C.; Tomkinson, N. C. O.; Bush, J. Angew. Chem. Int. Ed., 2019, 58, 17322-17327.

6. Copper-catalysed C–H Functionalisation Gives Access to 2-Aminobenzimidazoles. Clark, P. R.; Williams, G. D.; Tomkinson N. C. O. Org. Biomol. Chem., 2019, 17, 7943-7955.

5. Profile of a Highly Selective Quaternized Pyrrolidine Betaine αvβ6 Integrin Inhibitor – (3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S and 1R,3R)-1-methyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate Synthesized by a Stereoselective Methylation. Barrett, T. M.; Taylor, J. A.; Barker, D.; Procopiou, P. A.; Thompson, J. D. F.; Barrett, J.; Le, J.; Lynn, S. M.; Pogany, P.; Pratley, C.; Pritchard, J. M.; Roper, J. A.; Rowedder, J. E.; Slack, R. J.; Vitulli, G.; Macdonald, S. J. F.; Kerr, W. J. J. Med. Chem., 2019, 62, 7543-7556. 

4. PROTAC-mediated Degradation of Bruton’s Tyrosine Kinase Is Inhibited by Covalent Binding. Tinworth, C. P.; Lithgow, H.; Dittus, L.; Bassi, Z. I.; Hughes, S. E.; Muelbaier, M.; Dai, H.; Smith, I. E. D.; Kerr, W. J.; Burley, G. A.; Bantscheff, M.; Harling, J. D. ACS Chem. Biol., 2019, 14, 342-347.

2. Advancements in the Development of non-BET Bromodomain Chemical Probes. Clegg, M. A.; Tomkinson, N. C. O.; Prinjha, R. K.; Humphreys, P. ChemMedChem, 2019, 14, 362-385.

1. Development of a Solvent-reagent Selection Guide for the Formation of Thioesters. Jordan, A.; Sneddon, H. F. Green Chem., 2019, 21, 1900-1906.