N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts
Abstract
:1. Introduction
2. Results
3. Discussion
4. Materials and Methods
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
References
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Entry | Catalyst | Ar-B(OH)2 (equiv) | K2CO3 (equiv) | Solvent | T (°C) | Yield (%) |
---|---|---|---|---|---|---|
1 | Pd–PEPPSI-IPr | 2.0 | 3.0 | dioxane | 60 | 27 |
2 | Pd–PEPPSI-IPr | 2.0 | 3.0 | dioxane | 110 | 80 |
3 2 | Pd–PEPPSI-IPr | 2.0 | 3.0 | dioxane | 110 | 80 |
4 | Pd–PEPPSI-IPr | 3.0 | 4.5 | dioxane | 110 | 50 |
5 | Pd–PEPPSI-IPr | 3.0 | 4.5 | dioxane | 80 | 90 |
6 | Pd–PEPPSI-IPr | 2.0 | 3.0 | dioxane | 80 | 89 |
7 | Pd–PEPPSI-IPr | 2.0 | 3.0 | THF | 80 | 27 |
8 3 | Pd–PEPPSI-IPr | 2.0 | 3.0 | THF | 80 | 32 |
9 3 | Pd–PEPPSI-IPr | 2.0 | 3.0 | dioxane | 80 | <10 |
10 | Pd–PEPPSI-IMes | 2.0 | 3.0 | dioxane | 80 | 30 |
11 | Pd–PEPPSI-IPr * | 2.0 | 3.0 | dioxane | 80 | 24 |
12 | Pd–PEPPSI-IBut | 2.0 | 3.0 | dioxane | 80 | <5 |
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Rahman, M.M.; Buchspies, J.; Szostak, M. N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts. Catalysts 2019, 9, 129. https://doi.org/10.3390/catal9020129
Rahman MM, Buchspies J, Szostak M. N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts. Catalysts. 2019; 9(2):129. https://doi.org/10.3390/catal9020129
Chicago/Turabian StyleRahman, Md. Mahbubur, Jonathan Buchspies, and Michal Szostak. 2019. "N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts" Catalysts 9, no. 2: 129. https://doi.org/10.3390/catal9020129