An article Shielding Effect of Micelle for Highly Effective and Selective Monofluorination of Indoles in Water WOS:000477706600022 published article about ELECTROPHILIC FLUORINATION; SONOGASHIRA COUPLINGS; EFFICIENT SYNTHESIS; TRIFLUORINATION; DIFLUORINATION; CATALYSIS; ARYL; PD in [Bora, Pranjal P.; Bihani, Manisha; Handa, Sachin] Univ Louisville, Dept Chem, 2320 S Brook St, Louisville, KY 40292 USA; [Plummer, Scott] Novartis Inst BioMed Res, 250 Massachusetts Ave, Cambridge, MA 02139 USA; [Gallou, Fabrice] Novartis Pharma AG, Basel, Switzerland in 2019, Cited 52. Recommanded Product: 151-10-0. The Name is 1,3-Dimethoxybenzene. Through research, I have a further understanding and discovery of 151-10-0
Highly selective direct monofluorination of indoles and arenes was developed through an approach that allows site-specific solubility of substrate and fluorine source in the micelle. This approach was highly selective for a broad range of substrates with excellent functional group tolerance. Differences in binding constant and solubility of indoles and arenes in the micelle allowed the fine-tuning of selectivity. Control experiments suggested a radical pathway and provided insight into the role of micelles of the environmentally benign amphiphile PS-750-M. Dynamic light scattering experiments strongly indicated the site-specific solubility of the substrate and fluorine source. The methodology was successfully adapted to gram scale, and the E-factor established from a recycle study indicated that the process is environmentally responsible and sustainable.
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