Triazole–Au(I) complex as chemoselective catalyst in promoting propargyl ester rearrangements

Scholarly Works

• Joseph, M.; Swarts, A.; Mapolie, S. Transition metal complexes of click-derived 1,2,3-triazoles as catalysts in various transformations: An overview and recent developments. Coordination Chemistry Reviews 2023, 493, 215317. doi:10.1016/j.ccr.2023.215317
• Shen, Y.-H.; Esper, A. M.; Ghiviriga, I.; Abboud, K. A.; Schanze, K. S.; Ehm, C.; Veige, A. S. SPAAC iClick: progress towards a bioorthogonal reaction in-corporating metal ions. Dalton transactions (Cambridge, England : 2003) 2021, 50, 12681–12691. doi:10.1039/d1dt02626g
• Chintawar, C. C.; Yadav, A. K.; Kumar, A.; Sancheti, S. P.; Patil, N. T. Divergent Gold Catalysis: Unlocking Molecular Diversity through Catalyst Control. Chemical reviews 2021, 121, 8478–8558. doi:10.1021/acs.chemrev.0c00903
• Praveen, C. Regio‐ and Site‐selective Molecular Rearrangements by Homogeneous Gold Catalysis. Asian Journal of Organic Chemistry 2020, 9, 1953–1998. doi:10.1002/ajoc.202000444
• Medina-Mercado, I.; Porcel, S. Insights into the Mechanism of Gold(I) Oxidation with Aryldiazonium Salts. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 16206–16221. doi:10.1002/chem.202000884
• Siah, H.-S. M.; Fiksdahl, A. Preparation and Catalytic Activity of Novel σ,π-Dual Gold(I) Acetylide Complexes. European Journal of Organic Chemistry 2019, 2020, 367–377. doi:10.1002/ejoc.201901623
• Yao, W.; Zhang, Y.; Xu, X.; Yang, Y.; Zeng, W.; Wang, D. The synthesis and structural characterization of furanyl-1,2,3-triazole Gold(I) and its application in synthesis of enones from propargylic esters and alcohols. Journal of Organometallic Chemistry 2019, 901, 120944. doi:10.1016/j.jorganchem.2019.120944
• Hu, W.; Shan, L.; Ma, F.; Zhang, Y.; Yang, Y.; Wang, D. The synthesis of methyl triazole-4-carboxylate gold(I) complex and application on allene synthesis and alkyne hydration. Inorganic Chemistry Communications 2019, 109, 107564. doi:10.1016/j.inoche.2019.107564
• Sun, Q.; Hong, P.; Wei, D.-D.; Wu, A.; Tan, K.; Lu, X. Chemoselectivity in Gold(I)-Catalyzed Propargyl Ester Reactions: Insights From DFT Calculations. Frontiers in chemistry 2019, 7, 609. doi:10.3389/fchem.2019.00609
• Jiang, Z.; Li, C.; Liu, Y.; Jing, Q.; Liang, A. A sensitive Galvanic replacement reaction-SERS method for Au(III) with Victoria blue B molecular probes in silver nanosol substrate. Sensors and Actuators B: Chemical 2017, 251, 404–409. doi:10.1016/j.snb.2017.05.091
• Jónsson, H. F.; Evjen, S.; Fiksdahl, A. Gold(I)-Catalyzed [2 + 2 + 2] Cyclotrimerization of 1,3-Diarylpropargyl Acetals. Organic letters 2017, 19, 2202–2205. doi:10.1021/acs.orglett.7b00411
• Ma, T.; Sun, C.; Yuan, X.; Li, X.; Zhao, Z. N-2-Selective gold-catalyzed alkylation of 1-sulfonyl-1,2,3-trizoles. RSC Advances 2017, 7, 1062–1066. doi:10.1039/c6ra26521a
• Wang, D.; Yang, Y.; Huang, R.; Wang, L.; Wan, H. Synthesis of Allenes through Triazole Gold(III) Catalysed Rearrangement of Propargyl Vinyl Ethers. Journal of Chemical Research 2016, 40, 645–647. doi:10.3184/174751916x14754985053189
• Motika, S. E.; Wang, Q.; Akhmedov, N. G.; Wojtas, L.; Shi, X. Regioselective Amine–Borane Cyclization: Towards the Synthesis of 1,2‐BN‐3‐Cyclohexene by Copper‐Assisted Triazole/Gold Catalysis. Angewandte Chemie (International ed. in English) 2016, 55, 11582–11586. doi:10.1002/anie.201604986
• Motika, S. E.; Wang, Q.; Akhmedov, N. G.; Wojtas, L.; Shi, X. Regioselective Amine–Borane Cyclization: Towards the Synthesis of 1,2‐BN‐3‐Cyclohexene by Copper‐Assisted Triazole/Gold Catalysis. Angewandte Chemie 2016, 128, 11754–11758. doi:10.1002/ange.201604986
• Yang, Y.; Hu, W.; Ye, X.; Wang, D.; Shi, X. Preparation of Triazole Gold(III) Complex as an Effective Catalyst for the Synthesis of E‐α‐Haloenones. Advanced Synthesis & Catalysis 2016, 358, 2583–2588. doi:10.1002/adsc.201600243
• Yang, Y.; Shen, Y.; Wang, X.; Zhang, Y.; Wang, D.; Shi, X. Triazole acetyl gold(III) catalyzed Meyer–Schuster rearrangement of propargyl alcohols. Tetrahedron Letters 2016, 57, 2280–2282. doi:10.1016/j.tetlet.2016.04.043
• Yang, Y.; Qin, A.; Zhao, K.; Wang, D.; Shi, X. Design and Synthesis of Alanine Triazole Ligands and Application in Promotion of Hydration, Allene Synthesis and Borrowing Hydrogen Reactions. Advanced Synthesis & Catalysis 2016, 358, 1433–1439. doi:10.1002/adsc.201600141
• Shi, X. M. Encyclopedia of Reagents for Organic Synthesis; John Wiley & Sons, Ltd, 2016; pp 1–3. doi:10.1002/047084289x.rn01933
• Fernández-Casado, J.; Nelson, R.; Mascareñas, J. L.; López, F. T. Synergistic gold and enamine catalysis: intermolecular α-alkylation of aldehydes with allenamides. Chemical communications (Cambridge, England) 2016, 52, 2909–2912. doi:10.1039/c5cc09533f

Explore citations to this article at