AI Article Synopsis
- A new method for hydroamination of styrenes using alkali metals and 2-methyltetrahydrofuran as a green solvent is presented.
- The study challenges the common belief that organolithium reagents can’t tolerate moisture, showing that moisture actually helps produce phenethylamines instead of unwanted byproducts.
- Sodium amides are highlighted as effective catalysts in this reaction, particularly when used in controlled environments without air.
Article Abstract
A straightforward alkali-metal-mediated hydroamination of styrenes using biorenewable 2-methyltetrahydrofuran as a solvent is reported. Refuting the conventional wisdom of the incompatibility of organolithium reagents with air and moisture, shown here is that the presence of moisture is key in favoring formation of the target phenethylamines over competing olefin polymerization products. The method is also compatible with sodium amides, with the latter showing excellent promise as highly efficient catalysts under inert atmosphere conditions.
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| http://dx.doi.org/10.1002/anie.202008512 | DOI Listing |
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