Finding the Best Proposed Mechanism for Ugi Multi-Component Reaction by DFT Study

References

• R. O. Rocha, M. O. Rodrigues, and B. A. D. Neto, “Review on the Ugi Multicomponent Reaction Mechanism and the Use of Fluorescent Derivatives as Functional Chromophores,” ACS Omega 5, no. 2 (2020): 972–979. doi:10.1021/acsomega.9b03684
   PubMed Web of Science ®Google Scholar
• Arleta Madej, Daniel Paprocki, Dominik Koszelewski, Anna Żądło-Dobrowolska, Anna Brzozowska, Peter Walde, and Ryszard Ostaszewski, “Efficient Ugi Reactions in an Aqueous Vesicle System,” RSC Advances 7, no. 53 (2017): 33344–33354. doi:10.1039/C7RA03376A
   Web of Science ®Google Scholar
• L. M. Ramos, M. O. Rodrigues, and B. A. D. Neto, “Mechanistic Knowledge and Noncovalent Interactions as the Key Features for Enantioselective Catalysed Multicomponent Reactions: A Critical Review,” Organic & Biomolecular Chemistry 17, no. 31 (2019): 7260–7269. doi:10.1039/c9ob01088b
   PubMed Web of Science ®Google Scholar
• M. T. Nazeri, H. Farhid, R. Mohammadian, and A. Shaabani, “Cyclic Imines in Ugi and Ugi-Type Reactions,” ACS Combinatorial Science 22, no. 8 (2020): 361–400. doi:10.1021/acscombsci.0c00046
   PubMed Web of Science ®Google Scholar
• D. B. Patel, J. A. Parmar, S. S. Patel, U. J. Naik, and H. D. Patel, “Recent Advances in Ester Synthesis by Multi-Component Reactions (MCRs): A Review,” Current Organic Chemistry 25, no. 5 (2021): 539–553. doi:10.2174/1385272825666210111111805
   Web of Science ®Google Scholar
• I. Ramos-Tomillero, M. K. Sánchez, H. Rodríguez, and F. Albericio, “Structure-Acid Lability Relationship of N-Alkylated α,α-Dialkylglycine Obtained via a Ugi Multicomponent Reaction,” Molecules (Basel, Switzerland) 26, no. 1 (2021): 197. doi:10.3390/molecules26010197
   PubMed Web of Science ®Google Scholar
• S. I. Bhat, “One‐Pot Construction of Bis‐Heterocycles through Isocyanide Based Multicomponent Reactions,” ChemistrySelect 5 (2020): 8040–8061.
   Web of Science ®Google Scholar
• J. C. Flores-Reyes, A. Islas-Jácome, and E. González-Zamora, “The Ugi Three-Component Reaction and Its Variants,” Organic Chemistry Frontiers 8, no. 19 (2021): 5460–5515. doi:10.1039/D1QO00313E
   Web of Science ®Google Scholar
• J. Niedballa, and T. J. J. Müller, “Heterocycles by Consecutive Multicomponent Syntheses via Catalytically Generated Alkynoyl Intermediates,” Catalysts 12, no. 1 (2022): 90–96. doi:10.3390/catal12010090
   Web of Science ®Google Scholar
• I. Tankov, and R. Yankova, “DFT Analysis, Reaction Kinetics and Mechanism of Esterification Using Pyridinium Nitrate as a Green Catalyst,” Journal of Molecular Liquids 277 (2019): 241–253. doi:10.1016/j.molliq.2018.12.087
   Web of Science ®Google Scholar
• K. P. Otukile, and M. M. Kabanda, “A DFT Mechanistic and Kinetic Study on the Reaction of Phloroglucinol with •OH in Different Media: Hydrogen Atom Transfer versus Oxidation,” Journal of Theoretical and Computational Chemistry 18, no. 03 (2019): 1950017. doi:10.1142/S0219633619500172
   Google Scholar
• L. Heberle, P. Sharma, and P. Pepiot, “Automated Construction of Reduced Mechanisms and Additive Reaction Modules,” Combustion and Flame 234 (2021): 111682. doi:10.1016/j.combustflame.2021.111682
   Web of Science ®Google Scholar
• J. Ma, Y. Wang, X. Yang, M. Zhu, and B. Wang, “DFT Study on the Chemical Absorption Mechanism of CO2 in Diamino Protic Ionic Liquids,” The Journal of Physical Chemistry. B 125, no. 5 (2021): 1416–1428. doi:10.1021/acs.jpcb.0c08500
   PubMed Web of Science ®Google Scholar
• S. Muthu, and A. Prabhakaran, “Vibrational Spectroscopic Study and NBO Analysis on Tranexamic Acid Using DFT Method,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 129 (2014): 184–192. doi:10.1016/j.saa.2014.03.050
   PubMed Web of Science ®Google Scholar
• B. Fathima Rizwana, S. Muthu, J. C. Prasana, C. S. Abraham, and M. Raja, “Spectroscopic (FT-IR, FT-Raman) Investigation, Topology (ESP, ELF, LOL) Analyses, Charge Transfer Excitation and Molecular Docking (Dengue, HCV) Studies on Ribavirin,” Chemical Data Collections 17–18 (2018): 236–250. doi:10.1016/j.cdc.2018.09.003
   Google Scholar
• S. Janani, H. Rajagopal, S. Muthu, S. Aayisha, and M. Raja, “Molecular Structure, Spectroscopic (FT-IR, FT-Raman, NMR), HOMO-LUMO, Chemical Reactivity, AIM, ELF, LOL and Molecular Docking Studies on 1-Benzyl-4-(N-Boc-Amino)Piperidine,” Journal of Molecular Structure 1230 (2021): 129657. doi:10.1016/j.molstruc.2020.129657
   Web of Science ®Google Scholar
• P. Jayaprakash, P. Sangeetha, M. Peer Mohamed, G. Vinitha, S. Muthu, M. Prakash, and M. Lydia Caroline, “Growth and Characterization of dl-Mandelic Acid (C6H5CH(OH)CO2H) Single Crystal for Third-Order Nonlinear Optical Applications,” Journal of Molecular Structure 1148 (2017): 314–321. doi:10.1016/j.molstruc.2017.07.049
   Web of Science ®Google Scholar
• P. Manjusha, J. C. Prasana, S. Muthu, and B. Fathima Rizwana, “Spectroscopic Elucidation (FT-IR, FT-Raman and UV-Visible) with NBO, NLO, ELF, LOL, Drug Likeness and Molecular Docking Analysis on 1-(2-Ethylsulfonylethyl)-2-Methyl-5-Nitro-Imidazole: An Antiprotozoal Agent,” Computational Biology and Chemistry 88 (2020): 107330. doi:10.1016/j.compbiolchem.2020.107330
   PubMed Web of Science ®Google Scholar
• C. W. Gao, J. W. Allen, W. H. Green, and R. H. West, “Automatic Construction of Chemical Kinetic Mechanisms,” Computer Physics Communications. 203 (2016): 212–225. doi:10.1016/j.cpc.2016.02.013
   Web of Science ®Google Scholar
• P. L. Bhoorasingh, and R. H. West, “Transition State Geometry Prediction Using Molecular Group Contributions,” Physical Chemistry Chemical Physics 17, no. 48 (2015): 32173–32182. doi:10.1039/c5cp04706d
   PubMed Web of Science ®Google Scholar
• P. M. Zimmerman, “Single-Ended Transition State Finding with the Growing String Method,” Journal of Computational Chemistry 36, no. 9 (2015): 601–611. doi:10.1002/jcc.23833
   PubMed Web of Science ®Google Scholar
• A. Shiroudi, and E. Zahedi, “Isomerisation Reactions of α-Methyl Allyl [Acetate, Trifluoroacetate]: Theoretical Study,” Progress in Reaction Kinetics and Mechanism 38, no. 3 (2013): 249–265. doi:10.3184/146867813X13708865885322
   Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekr, and P. Naddaf Rahro, “Solvent-Free Synthesis and DFT Studies on Mechanistic Pathway of 4-Aryl-4,10-Dihydroindeno[1,2-b]Pyrazolo[4,3-e]Pyridin-5(1H)-Ones,” Polycyclic Aromatic Compounds 42, no. 6, (2021): 3166-3176. doi:10.1080/10406638.2020.1855217
   Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekri, and M. Nabatzadeh, “Fe3O4@SiO2@KIT-6 as an Efficient and Reusable Catalyst for the Synthesis of Novel Derivatives of 3,3'-((Aryl-1-Phenyl-1H-Pyrazol-4-yl) Methylene) Bis (1H-Indole),” Combinatorial Chemistry & High Throughput Screening 20 (2017): 533–538.
   PubMed Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekri, and A. Pourahmad, “One-Pot Synthesis of New Azo-Linked 4H-Benzo [d][1,3] Oxazine-2,4-Diones from Carbon Dioxide Using CuO@RHA/MCM-41 Nanocomposite in Green Media,” Journal of Co2 Utilization 27 (2018): 320–325. doi:10.1016/j.jcou.2018.08.011
   Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekr, and P. Farokhian, “Synthesis of Novel Derivatives of Benzoxazole in Bis-Ionic Liquid [BDBDIm] Br,” Synthetic Communications 45, no. 20 (2015): 2303–2310. doi:10.1080/00397911.2015.1077256
   Web of Science ®Google Scholar
• L. Zare Fekri, M. Nikpassand, and M. Goldoost, “Synthesis, Experimental and DFT Studies on Crystal Structure, FT–IR, 1H, and 13C NMR Spectra, and Evaluation of Aromaticity of Three Derivatives of Xanthen,” Russian Journal of General Chemistry 83, no. 12 (2013): 2352–2360. doi:10.1134/S107036321312027X
   Web of Science ®Google Scholar
• L. Zare Fekri, and M. Nikpassand, “Synthesis, Experimental, and DFT Studies on FT-IR, 1H, and 13C NMR Spectra of Azo-Linked Dihydropyridines,” Russian Journal of General Chemistry 83, no. 12 (2013): 2395–2401. doi:10.1134/S1070363213120347
   Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekr, and P. Naddaf Rahro, “Catalyst-Free Grinding Method: A New Avenue for Synthesis of 6-Amino-3-Methyl-4-Aryl-1H-Pyrazolo[3,4-b]Pyridine-5-Carbonitrile and DFT Studies on the Mechanistic Pathway of This Category of Compounds,” Research on Chemical Intermediates 45, no. 4 (2019): 1707–1719. doi:10.1007/s11164-018-3701-9
   Web of Science ®Google Scholar
• M. Nikpassand, A. Keyhani, L. Zare Fekri, and R. S. Varma, “Mechanochemical Synthesis of Azo-Linked 2-Amino-4H-Chromene Derivatives Using Fe3O4@SiO2@KIT-6-NH2@Schiff-Base Complex Nanoparticles,” Journal of Molecular Structure 1251 (2022): 132065. doi:10.1016/j.molstruc.2021.132065
   Web of Science ®Google Scholar
• M. Nikpassand, L. Zare Fekri, R. S. Varma, L. Hassanzadi, and F. Sedighi Pashaki, “Green Synthesis of Novel 5-Amino-Bispyrazole-4-Carbonitriles Using a Recyclable Fe3O4@SiO2@Vanillin@Thioglycolic Acid Nano-Catalyst,” RSC Advances 12, no. 2 (2021): 834–844. doi:10.1039/d1ra08001f
   PubMed Web of Science ®Google Scholar
• M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, et al. Gaussian 09, Revision A.02, Gaussian, Inc., Wallingford CT, (2009).
   Google Scholar