New efficient synthesis of polysubstituted 3,4-dihydroquinazolines and 4H-3,1-benzothiazines through a Passerini/Staudinger/aza-Wittig/addition/nucleophilic substitution sequence

Scholarly Works

• Qiu, W.; Zhan, D.; Ma, X.; Zhang, X. 2-Azidobenzaldehyde-Enabled Construction of Quinazoline Derivatives: A Review. International journal of molecular sciences 2025, 26, 8955. doi:10.3390/ijms26188955
• Pan, H.-L.; Kong, H.-H.; Ding, M.-W. One-pot synthesis of 3,4-dihydroisoquinolin-1(2H)-ones via a sequential Ugi-4CR and nucleophilic substitution reaction. Tetrahedron 2025, 178, 134609. doi:10.1016/j.tet.2025.134609
• Alishahi, N. Passerini Reaction: Design and Synthesis of New Mono‐ and Bis‐phenyl‐2‐(cyclohexylamino)‐2‐oxoethyl‐2‐acetoxybenzoate Catalyzed by Triazine Diphosphonium Hydrogen Sulfate Ionic Liquid Supported on Magnetic Nanoparticles. Applied Organometallic Chemistry 2025, 39. doi:10.1002/aoc.70226
• Nasri, S.; Lestoquoy, M.; Ponchel, A.; Monflier, E.; Menuel, S. Mechanochemical synthesis of β-cyclodextrin urea derivatives under reactive CO2 atmosphere by Staudinger aza-Wittig reaction. RSC Mechanochemistry 2024, 1, 228–234. doi:10.1039/d4mr00020j
• Luo, Y.; Yu, H.-F.; Yang, L.-N.; Yao, G.; Jin, Y.; Wei, Z.-Q.; Xue, P.; Qin, R.; Li, L.-Q.; Sun, Q.; Xiong, J. Facile synthesis of dihydroisobenzofuran derivatives via a one-pot sequential Passerini-azide/Ag(I)-catalyzed cyclization process. Tetrahedron 2024, 158, 133984. doi:10.1016/j.tet.2024.133984
• Zhang, X.; Liu, M.; Qiu, W.; Zhang, W. 2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives. Molecules (Basel, Switzerland) 2024, 29, 1241. doi:10.3390/molecules29061241
• Zhao, L.; Yang, M.-L.; Chen, H.-R.; Ding, M.-W. New efficient synthesis of polysubstituted benzo[d]pyrido[1′,2':1,2]imidazo[4,5-f][1,3]diazepines and pyrido[2′,1':2,3]imidazo[1,5-c]quinazolin-7-ium salts via Groebke-Blackburn-Bienaymé/Staudinger/aza-Wittig/carbodiimide-mediated annulation sequence. Tetrahedron 2024, 152, 133834. doi:10.1016/j.tet.2024.133834
• Doraghi, F.; Karimian, S.; Aledavoud, S. P.; Amini, A.; Larijani, B.; Mahdavi, M. 2-azidobenzaldehyde: A versatile scaffold for the generation of N‐heterocyclic compounds. Journal of Molecular Structure 2023, 1294, 136510. doi:10.1016/j.molstruc.2023.136510
• Yang, M.-L.; Zhao, L.; Chen, H.-R.; Ding, M.-W. Synthesis of Luminescent Indolo[2,1-b]quinazolin-6(12H)-ones via a Sequential Ugi/Iodine-Promoted Cyclization/Staudinger/Aza-Wittig Reaction. The Journal of organic chemistry 2023, 88, 16424–16434. doi:10.1021/acs.joc.3c01955
• Kong, H.; Zhao, L.; Pan, H.; Ding, M. Synthesis of Dibenzo[b,e]azepin‐6(11H)‐ones via a Sequential Ugi‐4CR and Sulfur Ylide‐Mediated Rearrangement Reaction. European Journal of Organic Chemistry 2023, 26. doi:10.1002/ejoc.202300127
• Yang, M.-L.; Zhao, L.; Chen, H.-R.; Ding, M.-W. Stereoselective Synthesis of 12-Tetrazolyl Substituted (E)-5H-Quinazolino[3,2-a]quinazolines via Sequential Ugi-Azide/Staudinger/aza-Wittig/Addition/Ag(I)-Catalyzed Cyclization. The Journal of organic chemistry 2023, 88, 1898–1906. doi:10.1021/acs.joc.2c02621
• Yang, M.-L.; Pan, H.-L.; Kong, H.-H.; Ding, M.-W. One-pot and divergent synthesis of polysubstituted quinolin-2(1H)-ones and oxireno[2,3-c]quinolin-2(1aH,3H,7bH)-ones via sequential Ugi/Knoevenagel condensation/hydrolysis and Ugi/Corey–Chaykovsky epoxidation reactions. Organic Chemistry Frontiers 2022, 9, 5983–5988. doi:10.1039/d2qo01130a

Explore citations to this article at