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.
A Ruthenium-Based Catalytic System for a Mild Borrowing-Hydrogen Process
Gonsalvi, Luca;Guerriero, Antonella;Peruzzini, Maurizio;Taddei, Maurizio
2015
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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Descrizione: A Ruthenium-Based Catalytic System for a Mild Borrowing-Hydrogen Process
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Descrizione: "This is the peer reviewed version of the following article: Jumde, V.R., Gonsalvi, L., Guerriero, A., Peruzzini, M. and Taddei, M. (2015), A Ruthenium-Based Catalytic System for a Mild Borrowing-Hydrogen Process. Eur. J. Org. Chem., 2015: 1829-1833, which has been published in final form at https://doi.org/10.1002/ejoc.201403636. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited."
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