Phenylboronic acid MIDA ester (CAS 109737-57-7)
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Phenylboronic acid MIDA ester stands out as an organoboron compound characterized by its distinctive structure, and it has garnered significant attention within the realm of scientific research. Sporting a dioxazaborocane ring structure adorned with methyl and phenyl substituents at the 6th position, this heterocyclic compound has been scrutinized across multiple scientific disciplines. Its potential applications span biological systems, organic synthesis, and catalysis, yielding valuable insights. It has proven invaluable as a tool to explore biological system structure and function, acting as a probe for enzyme-catalyzed reactions, as well as a reagent to investigate metal-catalyzed reactions and broader chemical transformations. Its versatility is thought to stem from its electron-accepting characteristics, enabling interactions with diverse molecules and catalyzing a wide array of reactions. Furthermore, its proposed role as a Lewis acid further accentuates its capability to engage with various molecules, thereby facilitating and catalyzing a range of reactions.
Phenylboronic acid MIDA ester (CAS 109737-57-7) References
- One-pot reductive amination and Suzuki-Miyaura cross-coupling of formyl aryl and heteroaryl MIDA boronates in array format. | Grob, JE., et al. 2011. J Org Chem. 76: 4930-40. PMID: 21526832
- Regioselective synthesis of β-aryl- and β-amino-substituted aliphatic esters by rhodium-catalyzed tandem double-bond migration/conjugate addition. | Ohlmann, DM., et al. 2011. Chemistry. 17: 9508-19. PMID: 21766361
- Rhodium-catalyzed asymmetric arylation of N-(tert-butanesulfinyl)imines with sodium tetraarylborates. | Reddy, LR., et al. 2012. J Org Chem. 77: 1095-100. PMID: 22185461
- Distance measurements between boron and carbon at natural abundance using magic angle spinning REAPDOR NMR and a universal curve. | Nimerovsky, E. and Goldbourt, A. 2012. Phys Chem Chem Phys. 14: 13437-43. PMID: 22948445
- A modular synthesis of functionalised phenols enabled by controlled boron speciation. | Molloy, JJ., et al. 2015. Org Biomol Chem. 13: 3093-102. PMID: 25628154
- Heck-Suzuki Tandem Reaction for the Synthesis of 3-Benzazepines. | Peshkov, AA., et al. 2015. J Org Chem. 80: 6598-608. PMID: 25996648
- Stereoselective synthesis of oxazolidinonyl-fused piperidines of interest as selective muscarinic (M1) receptor agonists: a novel M1 allosteric modulator. | Broadley, KJ., et al. 2016. Org Biomol Chem. 14: 2057-89. PMID: 26768599
- The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-amination for Chiral Amine Synthesis. | Buendia, J., et al. 2016. Angew Chem Int Ed Engl. 55: 7530-3. PMID: 27158802
- meta-Selective C-H functionalisation of aryl boronic acids directed by a MIDA-derived boronate ester. | Williams, AF., et al. 2020. Chem Sci. 11: 3301-3306. PMID: 34122837
- A Novel Utilization of Water Extract of Suaeda Salsa in the Pd/C Catalyzed Suzuki-Miyaura Coupling Reaction. | Ren, C., et al. 2022. Molecules. 27: PMID: 36235160
- Palladium-catalyzed ligand-free and efficient Suzuki–Miyaura reaction of heteroaryl halides with MIDA boronates in water† | Chun Liu *, Xinmin Li, Chao Liu, Xinnan Wang and Jieshan Qiu. 2015,. RSC Adv.,. 5,: 54312-54315.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Phenylboronic acid MIDA ester, 5 g | sc-480694 | 5 g | $114.00 |