Better Chemistry for a Sustainable Future.

Publications and Patents

“Xylochemicals and Where to Find Them,” Groß, J.; Grundke, C.; Rocker,J.; Arduengo III, A. J.; Opatz, T. Chem. Commun., 2021, 57, 9979-9994. DOI: 10.1039/D1CC03512F

“Activation of Chemical Substrates Under Sustainable Conditions: Electrochemistry and Electrocatalysis,” Großmann, L. M.; Opatz, T. Chapter 5 in Sustainable Organic Synthesis: Tools and Strategies, Vol. 1, (Eds.: S. Protti, A. Palmieri), The Royal Society of Chemistry, 2021, 1, 119-149. Link: Chapter 5

“Programmed Formation of HCN Oligomers through Organosulfur Catalysis,” Grundke, C.; Kong, C.; Kampf, C.; Gupton, B. F.; McQuade, D. T.; Opatz, T. J. Org. Chem., 2021, 86(15), 10320–10329. DOI: 10.1021/acs.joc.1c01023

“Six-Step Gram Scale Synthesis of the HIV Integrase Inhibitor Dolutegravir Sodium,” Dietz, J.-P.; Lucas, T.; Groß, J.; Seitel, S.; Brauer, J.; Ferenc, D.; Gupton, B. F.; Opatz, T. Org. Process Res. Dev., 2021, 25(8), 1898–1910. DOI: 10.1021/acs.oprd.1c00139

“Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G,” Geske, L.; Kauhl, U.; Saeed, M. E. M.; Schüffler, A.; Thines, E.; Efferth, T.; Opatz, T. Molecules, 2021, 26, 3224. DOI: 10.3390/molecules26113224

“Synthesis of Morphinans through Anodic Aryl-Aryl Coupling,” Vierengel, N.; Geske, L.; Sato, E.;Opatz, T. Chem. Rec., 2021, 21(9), 2344-2353. DOI: 10.1002/tcr.202100078

“The sustainable synthesis of levetiracetam by an enzymatic dynamic kinetic resolution and an ex-cell anodic oxidation,” Arndt, S.; Grill, B.; Schwab, H.; Steinkellner, G.; Pogorevčnik, U.; Weis, D.; Nauth, A. M.; Opatz, T.; Donsbach, K.; Waldvogel, S. R.; Winkler, M., , 2021, 23, 388-395. DOI: 10.1039/D0GC03358H

“A Concise Route to MK-4482 (EIDD-2801) from Cytidine,” Vasudevan, N.; Ahlqvist, G.; McGeough, C. P.; Paymode, D. J.; Cardoso, F. S. P.; Lucas, T.; Dietz, J.-P.; Opatz, T.; Jamison, T. F.; Gupton, B. F.; Snead, D. R. Chem. Commun., 2020, 56, 13363-13364. DOI: 10.1039/D0CC05944G

“Glucose as an eco‐friendly reductant in a one‐pot synthesis of 2,3‐dihydroquinazolin‐4(1H)‐ones,” dos Santos, T.; Grundke, C.; Lucas, T.; Großmann, L.; Closoki,G. C.; Opatz, T. Eur. J. Org. Chem., 2020, (41), 6429-6432. DOI: 10.1002/ejoc.202000970

“An Efficient Synthesis of Tenofovir (PMPA): A Key Intermediate Leading to Tenofovir-based HIV Medicines,” Derstine, B. P.; Tomlin, J. W.; Peck, C.; Dietz, J.-P.; B. Herrera, T.; Cardoso, F.; Paymode, D. J.; Yue, A. C.; Arduengo III, A. J.; Opatz, T.; Snead, D.; Stringham, R. W.; McQuade, D. T.; Gupton, B. F. Org. Process Res. Dev., 2020, 24(8), 1420−1427. DOI: 10.1021/acs.oprd.0c00078

“Applications of Xylochemistry from Laboratory to Industrial Scale,” Groß, J.; Kühlborn, J.; Opatz, T. Green Chem., 2020, 22, 4411-4425. DOI: 10.1039/D0GC01484B

“Anodic Oxidation as an Enabling Tool for the Synthesis of Natural Products,” Geske, L.; Sato, E.; Opatz, T. Synthesis, 2020, 52(19), 2781-2794. DOI: 10.1055/s-0040-1707154

“Smooth Metal-free Photoinduced Preparation of Valuable 8-Arylxanthines,” Abdulla, H. O.; Amin, A. A.; Raviola, C.; Opatz, T.; Protti, S.; Fagnoni, M. Eur. J. Org. Chem., 2020, 10, 1448–1452. DOI: 10.1002/ejoc.201900638

“Synthesis of 2,3-Dihydro-4-Pyridones, 4-Quinolones and 2,3-Dihydro-4-Azocinones by Visible-Light Photocatalytic Aerobic Dehydrogenation,” Sevenich, A.; Mark, P. S. Behrendt, T.; Groß, J.; Opatz T. Eur. J. Org. Chem., 2020, 10, 1505–1514. DOI: 10.1002/ejoc.201900584

“Synthesis of 5-Fluorocytosine Using 2-Cyano-2-fluoroethenolateas a Key Intermediate,” Dietz, J.-P.; Derstine, B. P.; Ferenc, D.; Crawford, E. T.; Arduengo III, A. J.; Gupton, B. F.; McQuade, D. T.; Opatz T. Eur. J. Org. Chem., 2019, 31-32, 5519–5526. DOI: 10.1002/ejoc.201900629

“Total Synthesis of (−)-Oxycodone via Anodic Aryl–Aryl Coupling,” Lipp, A,; Selt, M.; Ferenc, D.; Schollmeyer, D.; Waldvogel, S. R. ; Opatz T. Org. Lett., 2019, 21(6), 1828-1831. DOI: 10.1021/acs.orglett.9b00419

“A Xylochemically-Inspired Synthesis of Lamellarin G Trimethyl Ether via an Enaminone Intermediate,” Klintworth, R.; de Koning, C. Opatz, T.; Michael, J. J. Org. Chem., 2019, 84, Early Online. DOI: 10.1021/acs.joc.9b01604

“Valorisation of Cashew Nut Shell Liquid Phenolics in the Synthesis of UV Absorbers,” Ngwira, K.; Kühlborn, J.; Mgani, Q.; de Koning, C.; Opatz, T. Eur. J. Org. Chem., 2019, (30), 4778-4790. DOI: 10.1002/ejoc.201900743

“Crystal Structure of Burgess Inner Salts and their Hydrolyzed Ammonium Sulfaminates,” Arduengo, III, A. J.; Uchiyama, Y.; Dixon, D. A.; Vasiliu, M. Aust. J. Chem., 2019, 72, Early Online. DOI: 10.1071/CH19338

“Xylochemical Synthesis of Cytotoxic 2-Aminophenoxazinone-Type Natural Products Through Oxidative Cross Coupling,” Kühlborn, J.; Konhäuser, M.; Groß, J.; Wich, P.R.; Opatz, T. ACS Sustainable Chem. Eng., 2019, 7(4), 4414–4419. DOI: 10.1021/acssuschemeng.8b06353

“Non-toxic Cyanide Sources and Cyanating Agents,” Nauth, A. M.; Opatz, T. Org. Biomol. Chem.., 2018, 17, 11–23 DOI: 10.1039/C8OB02140F

Editorial overview: Bioresources and biochemicals section, Arduengo III, A. J.; Opatz, T. Current Opinion in Green and Sustainable Chemistry., 2018, 14, A1-A3. DOI: 10.1016/j.cogsc.2018.09.008

Flow Photochemistry of Azosulfones – Application of "Sunflow"-Reactors,” da Silva Júnior,P. E.; Amin, H. I. M. ; Nauth, A. M.; da Silva Emery, F.; Protti, S.; Opatz, T. ChemPhotoChem., 2018, 2, 878–883. DOI: 10.1021/10.1002/cptc.201800125

“Synthesis of α-Aminonitriles using Aliphatic Nitriles, α-Amino Acids, and Hexacyanoferrate as Universally Applicable Non-Toxic Cyanide Sources,” Nauth, A. M.; Konrad, T.; Papadopulu, Z.; Vierengel, N.; Lipp, B.; Opatz, T. Green Chem., 2018, 20, 4217–4223. DOI: 10.1039/C8GC01730A

“A Regio- and Diastereoselective Anodic Aryl-Aryl-Coupling in the Biomimetic Total Synthesis of (–)-Thebaine,” Lipp, T. A.; Ferenc, D.; Gütz, C.; Geffe, M.; Vierengel, N.; Schollmeyer, D.; Schäfer,H. J.; Waldvogel, S. R.; Opatz, T. Angew. Chem. Int. Ed., 2018, 57, 11055–11059. DOI: 10.1002/anie.201803887

“Synthesis of Lamellarin G Trimethyl Ether via von Miller-Plöchl-Type Cyclocondensation,” Colligs, V. C.; Dialer, C.; Opatz, T. Eur. J. Org. Chem., 2018, 30, 4064–4070. DOI: 10.1002/ejoc.201800611

“Visible Light Organophotoredox-catalyzed Synthesis of Horner Precursors,” Nebe, M. M.; Loeper, D.; Fürmeyer, F.; Opatz, T. Eur. J. Org. Chem., 2018, 20-21, 2471–2476. DOI: 10.1002/ejoc.201800213

“Examples of Xylochemistry: Colorants and Polymer,” Kühlborn, J.; Danner, A.-K.; Frey, H.; Iyer, R.; Arduengo III, A. J.; Opatz, T. Green Chem., 2017, 19, 3780–3786. DOI: 10.1039/C7GC01244F

“Sunflow: Sunlight Drives Fast and Green Photochemical Flow Reactions in Simple Microcapillary Reactors – Application to Photoredox and H-Atom-Transfer Chemistry,” Nauth, A. M.; Lipp, A.; Lipp, B.; Opatz, T. in Eur. J. Org. Chem., 2017, On Line, in–press. DOI: 10.1002/ejoc.201601394Publisher's Video Abstract.

“An Asymmetric One-Pot Synthesis of (3R, 3aS, 6aR)-Hexahydrofuro [2, 3-b] furan-3-ol: A Key Component of Current HIV Protease Inhibitors,” Sevenich, A.; Liu, G.-Q.; Arduengo III, A. J.; Gupton, B. F.; Opatz, T. in J. Org. Chem., 2017, 82(2), 1218–1223. DOI: 10.1021/acs.joc.6b02588

“Catalytic Chemistry on Oxide Nanostructures,” Asthagiri, A.; Dixon, D. A.; Dohnálek, Z.; Kay, D. B.; Rousseau, R.; Rodriguez, J. A.; Stacchiola, D. J.; Weaver, J. F. in Oxide Materials at the Two-dimensional Limit, Netzer, F.; Fortunelli, A. Eds. Springer Series in Materials Science, Springer, Switzerland, 2016, Ch. 9, pp. 251–280.

“Blending materials composed of Boron, Nitrogen and Carbon to transform approaches to Liquid Hydrogen Stores,” Whittemore, S. M.; Bowden, M.; Karkamkar, A.; Parab, K.; Neiner, D.; Autrey, T.; Ishibashi, J. S. A.; Chen, G.; Liu, S.-Y.; Dixon, D. A. Dalton Trans., 2016, 45, 6196-6203. DOI: 10.1039/C5DT04276C

“Backbone Phosphonamide-Functionalized Imidazol-2-ylidene Complexes” Majhi, Paresh K.; Schnakenburg, Gregor; Arduengo III, Anthony J.; Streubel, Rainer Aust. J. Chem. 2016, 69(10), 1186–1192. DOI: 10.1071/CH16132

“Xylochemie – Ein Beitrag zur Nachhaltigen Chemischen Synthese” Opatz, Till; Arduengo, Anthony J., III GIT Labor-Fachzeitschrift, February 18, 2016. English translation of Author Accepted Manuscript is available here.

“Reactions of Imidazol(in)-2-ylidenes with electron deficient Fluoroolefins” Arduengo, Anthony J., III; Calabrese, Joseph C.; Dias, H. V. Rasika; Davidson, Fredric; Goerlich, Jens R.; Jockisch, Alexander; Kline, Michael; Marshall, William J.; Runyon, Jason W. Phosphorus, Sulfur, Silicon, and the related Elements 2016, 191(3), 527-534. DOI:10.1080/10426507.2015.1094659

“Xylochemistry-Making Natural Products Entirely from Wood” Stubba, Daniel; Lahm, Günther; Geffe, Mario; Runyon, Jason W.; Arduengo, Anthony J., III; Opatz, Till Angew. Chem., Int. Ed. , 2015, 54(47), 14187-14189. DOI:10.1002/anie.201508500

“Verfahren zur Gewinnung von Lignin, Tannin, Cellulose und Hemicellulose aus biogenem Material” W. Kantlehner, S. Stefan DE 102010048614 A1, April 19, 2012.

“The zwitterionic structure of the parent amidinium tetrazolide and a rare tetrazole ring-opening reaction” Uchiyama, Yosuke; Dolphin, Joshua S.; Harlow, Richard L.; Marshall, William J.; Arduengo, Anthony J., III Aust. J. Chem. 2014, 67(3), 405-410. DOI: 10.1071/CH13460


Stabilizing high oxidation state first row metal complexes with a robust fluoroalkoxy carbene” Runyon, Jason W.; Arduengo, Anthony J. III; Marshall, William; Kelley, Steven 250th National American Chemical Society Meeting. Boston, Massachusetts, August 16, 2015. Program Link

Computational Studies of the Conversion of Biomass” Yue, Shuwen; Dixon, David A. Undergraduate Research and Creative Activity Conference (URCA) 2016. March 31, 2016. Program Link

 Sustainable Chemistry for the Automotive Industry: Finishes & Bodies” Arduengo, Anthony J., III; Opatz, Till Presentation to DAW SE, Ober-Ramstadt, Germany. June 27, 2016