A Cascade Synthesis of Unsymmetrical Furanized Triarylmethanes via Gold Self-Relay Catalysis
Abstract
:1. Introduction
2. Results
3. Experimental Section
3.1. 4-Methyl-N-(2-((3-methyl-5-phenylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)benzenesulfonamide (3a)
3.2. 4-Methyl-N-(2-((3-methyl-5-(o-tolyl)furan-2-yl)(phenyl)methyl)benzofuran-3-yl)benzenesulfonamide (3b)
3.3. 4-Methyl-N-(2-((3-methyl-5-(p-tolyl)furan-2-yl)(phenyl)methyl)benzofuran-3-yl)benzenesulfonamide (3c)
3.4. N-(2-((5-(4-Methoxyphenyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3d)
3.5. N-(2-((5-(2-Chlorophenyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3e)
3.6. N-(2-((5-(3-Chlorophenyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3f)
3.7. N-(2-((5-(4-Chlorophenyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3g)
3.8. N-(2-((5-(4-Bromophenyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3h)
3.9. N-(2-((5-(tert-Butyl)-3-methylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3i)
3.10. 4-Methyl-N-(2-((3-methyl-5-pentylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)benzenesulfonamide (3j)
3.11. 4-Methyl-N-(2-(phenyl(3-phenylfuran-2-yl)methyl)benzofuran-3-yl)benzenesulfonamide (3k)
3.12. N-(2-((3,5-Diphenylfuran-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3l)
3.13. N-(2-((3,5-Diphenylfuran-2-yl)(o-tolyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3m)
3.14. N-(2-((3,5-Diphenylfuran-2-yl)(m-tolyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3n)
3.15. N-(2-((3,5-Diphenylfuran-2-yl)(p-tolyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3o)
3.16. N-(2-((3-Chlorophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3p)
3.17. N-(2-((2,6-Dichlorophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3q)
3.18. N-(2-((2-Bromophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3r)
3.19. N-(2-((3-Bromophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3s)
3.20. N-(2-((4-Bromophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide (3t)
3.21. N-(2-((4-Bromophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)-4-(tert-butyl)benzenesulfonamide (3u)
3.22. 4-Bromo-N-(2-((4-bromophenyl)(3,5-diphenylfuran-2-yl)methyl)benzofuran-3-yl)benzenesulfonamide (3v)
3.23. 2,6-Di-tert-butyl-4-((3-methyl-5-phenylfuran-2-yl)(phenyl)methyl)phenol (5a)
3.24. 2,6-Di-tert-butyl-4-((3-methyl-5-phenylfuran-2-yl)(o-tolyl)methyl)1phenol (5b)
3.25. 2,6-Di-tert-butyl-4-((3-methyl-5-phenylfuran-2-yl)(p-tolyl)methyl)phenol (5c)
3.26. 2,6-Di-tert-butyl-4-((3,4-dimethylphenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5d)
3.27. 2,6-Di-tert-butyl-4-((4-methoxyphenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5e)
3.28. 2,6-Di-tert-butyl-4-((3-methoxyphenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5f)
3.29. 2,6-Di-tert-butyl-4-((4-fluorophenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5g)
3.30. 2,6-Di-tert-butyl-4-((4-chlorophenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5h)
3.31. 2,6-Di-tert-butyl-4-((3,4-dichlorophenyl)(3-methyl-5-phenylfuran-2-yl)methyl)phenol (5i)
3.32. 2,6-Di-tert-butyl-4-((3-methyl-5-(p-tolyl)furan-2-yl)(phenyl)methyl)phenol (5j)
3.33. 2,6-Di-tert-butyl-4-((3-ethyl-5-phenylfuran-2-yl)(phenyl)methyl)phenol (5k)
3.34. 2,6-Di-tert-butyl-4-((3,5-diphenylfuran-2-yl)(phenyl)methyl)phenol (5l)
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Data Availability Statement
Conflicts of Interest
References
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Entry | [Au] (2 mol%) | Solvent | Yield (%) b |
---|---|---|---|
1 | JohnPhosAu(MeCN)SbF6 | DCE | 85 |
2 | IPrAuNTf2 | DCE | 60 |
3 | AuCl3 | DCE | trace |
4 | AgNO3 | DCE | trace |
5 | PbCl2 | DCE | trace |
6 | CuCl2 | DCE | trace |
7 | JohnPhosAu(MeCN)SbF6 | THF | trace |
8 | JohnPhosAu(MeCN)SbF6 | CH3CN | trace |
9 | JohnPhosAu(MeCN)SbF6 | toluene | trace |
10 | JohnPhosAu(MeCN)SbF6 | 1,4-dioxane | 55 |
11 | JohnPhosAu(MeCN)SbF6 | DCM | 60 |
12 | - | DCE | NR |
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Rao, Q.; Zhang, Y.; Gu, X.-Y.; Liu, Y.-P.; Jiang, B.; Hao, W.-J. A Cascade Synthesis of Unsymmetrical Furanized Triarylmethanes via Gold Self-Relay Catalysis. Catalysts 2023, 13, 1051. https://doi.org/10.3390/catal13071051
Rao Q, Zhang Y, Gu X-Y, Liu Y-P, Jiang B, Hao W-J. A Cascade Synthesis of Unsymmetrical Furanized Triarylmethanes via Gold Self-Relay Catalysis. Catalysts. 2023; 13(7):1051. https://doi.org/10.3390/catal13071051
Chicago/Turabian StyleRao, Qian, Yan Zhang, Xin-Yu Gu, Yin-Ping Liu, Bo Jiang, and Wen-Juan Hao. 2023. "A Cascade Synthesis of Unsymmetrical Furanized Triarylmethanes via Gold Self-Relay Catalysis" Catalysts 13, no. 7: 1051. https://doi.org/10.3390/catal13071051