Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones

Scholarly Works

• Davydov, D. A.; Giricheva, M. A.; Malysheva, Y. B.; Fukin, G. K.; Budruev, A. V. Photoinitiated Rearrangement of Aromatic Azides to 2-Aminonicotinates. The Journal of organic chemistry 2023, 88, 14998–15006. doi:10.1021/acs.joc.3c01453
• Pearson, T. J.; Shimazumi, R.; Driscoll, J. L.; Dherange, B. D.; Park, D.-I.; Levin, M. D. Aromatic nitrogen scanning by ipso-selective nitrene internalization. Science (New York, N.Y.) 2023, 381, 1474–1479. doi:10.1126/science.adj5331
• Balan-Porcăraşu, M.; Roman, G. Novel chalcone analogs derived from 4-(benzyloxy)benzaldehyde. Ovidius University Annals of Chemistry 2023, 34, 112–120. doi:10.2478/auoc-2023-0015
• Pustahija, L.; Kern, W. Surface Functionalization of (Pyrolytic) Carbon—An Overview. 2023, 9, 38. doi:10.3390/c9020038
• Zhang, Y.; Tan, J.; Chen, Y. Visible-light-induced protein labeling in live cells with aryl azides. Chemical communications (Cambridge, England) 2023, 59, 2413–2420. doi:10.1039/d2cc06987c
• Săcărescu, L.; Dascălu, M.; Chibac-Scutaru, A.-L.; Roman, G. Synthesis, structural characterization, photophysical study and investigation as fluorescent sensor towards metal ions of 1,2,3-triazole–azaindene hybrids. Journal of Photochemistry and Photobiology A: Chemistry 2022, 433, 114160. doi:10.1016/j.jphotochem.2022.114160
• Wei, K.; Jiang, M.; Yu, W.; Liang, S. Iron-Catalyzed Benzene Ring Expansion of α-Azido-N-phenylamides. Synthesis 2022, 54, 5203–5214. doi:10.1055/a-1915-7916
• Donnelly, K.; Baumann, M. Continuous Flow Technology as an Enabler for Innovative Transformations Exploiting Carbenes, Nitrenes, and Benzynes. The Journal of organic chemistry 2022, 87, 8279–8288. doi:10.1021/acs.joc.2c00963
• Baumann, M. doi:10.1002/9781119757153.ch12
• Mueller, M.; Bandl, C.; Kern, W. Surface-Immobilized Photoinitiators for Light Induced Polymerization and Coupling Reactions. Polymers 2022, 14, 608. doi:10.3390/polym14030608
• Wei, K.; Liang, S.; Yang, T.; Yu, W. Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides. Organic letters 2021, 23, 8650–8654. doi:10.1021/acs.orglett.1c03509
• Budruev, A. V.; Davydov, D. A.; Giricheva, M. A.; Pokrovskaya, A. V.; Fukin, G. K.; Pronina, A. L. Water-Promoted Photochemical Synthesis of 12-Oxo-6,12-Dihydroazepino[2,1-b]quinazolines with Competitive Formation of 3H-Azepine-2(1H)-Ones. High Energy Chemistry 2021, 55, 273–279. doi:10.1134/s0018143921040032
• Bratanovici, B.-I.; Shova, S.; Lozan, V.; Dascălu, I.-A.; Ardeleanu, R.; Roman, G. 1-(4-Carboxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid – A versatile ligand for the preparation of coordination polymers and mononuclear complexes. Polyhedron 2021, 200, 115115. doi:10.1016/j.poly.2021.115115
• Manvinder, K.; Sonali, G.; Dharambeer, S. M.; Harvinder, S. S. A Review on Synthesis, Reactions and Biological Properties of Seven Membered Heterocyclic Compounds: Azepine, Azepane, Azepinone. Current Organic Chemistry 2021, 25, 449–506. doi:10.2174/1385272825999210104222338
• Earley, D. F.; Guillou, A.; van der Born, D.; Poot, A. J.; Holland, J. P. Microfluidic Preparation of 89 Zr-Radiolabelled Proteins by Flow Photochemistry. Molecules (Basel, Switzerland) 2021, 26, 764. doi:10.3390/molecules26030764
• Chaudhuri, S.; Ghosh, A.; Chattopadhyay, S. K. Green synthetic approaches for medium ring–sized heterocycles of biological and pharmaceutical interest. Green Synthetic Approaches for Biologically Relevant Heterocycles; Elsevier, 2021; pp 617–653. doi:10.1016/b978-0-12-820792-5.00004-4
• Algarra, M.; Soto, J. Insights into the Thermal and Photochemical Reaction Mechanisms of Azidoacetonitrile. Spectroscopic and MS-CASPT2 Calculations. Chemphyschem : a European journal of chemical physics and physical chemistry 2020, 21, 1126–1133. doi:10.1002/cphc.202000201
• Kaur, N.; Verma, Y.; Grewal, P.; Ahlawat, N.; Bhardwaj, P.; Jangid, N. K. Photochemical C–N bond forming reactions for the synthesis of five-membered fused N-heterocycles. Synthetic Communications 2020, 50, 1286–1334. doi:10.1080/00397911.2020.1713378
• Necardo, C.; Alfano, A. I.; Del Grosso, E.; Pelliccia, S.; Galli, U.; Novellino, E.; Meneghetti, F.; Giustiniano, M.; Tron, G. C. Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles. The Journal of organic chemistry 2019, 84, 16299–16307. doi:10.1021/acs.joc.9b02546
• Holland, J. P.; Gut, M.; Klingler, S.; Fay, R.; Guillou, A. Photochemical Reactions in the Synthesis of Protein–Drug Conjugates. Chemistry (Weinheim an der Bergstrasse, Germany) 2019, 26, 33–48. doi:10.1002/chem.201904059

Explore citations to this article at