The alkylation of arylamines using stoichiometric amounts of aliphatic and benzylic alcohols in the presence of tBuOK was carried out at 55 °C using a low catalyst loading of [Ru(cod)-Cl2]n/PTA (1,3,5-triaza-7-phosphaadamantane). The overall borrowing-hydrogen process does not require a controlled nitrogen atmosphere, and it could also be carried out at room temperature using higher loading of base. A wide range of substrates can be used in this transformation, and it has a good tolerance of different substituents. This catalytic system proved also to be efficient for other hydrogen-transfer reactions such as a tandem oxidation/C-C coupling between 1-phenylethanol and primary alcohols.
Jumde, V.R., Gonsalvi, L., Guerriero, A., Peruzzini, M., Taddei, M. (2015). A ruthenium-based catalytic system for a mild borrowing-hydrogen process. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015(8), 1829-1833 [10.1002/ejoc.201403636].
A ruthenium-based catalytic system for a mild borrowing-hydrogen process
JUMDE, VARSHA RAVINDRA;TADDEI, MAURIZIO
2015-01-01
Abstract
The alkylation of arylamines using stoichiometric amounts of aliphatic and benzylic alcohols in the presence of tBuOK was carried out at 55 °C using a low catalyst loading of [Ru(cod)-Cl2]n/PTA (1,3,5-triaza-7-phosphaadamantane). The overall borrowing-hydrogen process does not require a controlled nitrogen atmosphere, and it could also be carried out at room temperature using higher loading of base. A wide range of substrates can be used in this transformation, and it has a good tolerance of different substituents. This catalytic system proved also to be efficient for other hydrogen-transfer reactions such as a tandem oxidation/C-C coupling between 1-phenylethanol and primary alcohols.File | Dimensione | Formato | |
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https://hdl.handle.net/11365/982105