The Pd-catalyzed amino- and alkoxycarbonylation of aryl iodides has been exploited, for the first time, in a bioinspired Deep Eutectic Solvent and under gas-free conditions, by using Mo(CO)6 as the CO source. The method allows for the preparation of carboxylic amides and esters in high yields (up to 99%), short reaction time (2 h) and under mild reaction conditions (80 °C), with a low catalyst loading (2.5 mol%). Noteworthy, in the case of N-hexylbenzamide, it has been demonstrated that both the catalyst and DES can be used for four consecutive runs, with a moderate decrease of catalytic efficiency. The methodology has been also applied to the preparation of an Active Pharmaceutical Ingredient used for the treatment of human scabies and lice.
Gas-Free Amino- and Alkoxycarbonylation of Aryl Iodides in a Bioinspired Deep Eutectic Solvent with Mo(CO)6 as a Safe CO Source
Messa, Francesco;Papadia, Paride;Perrone, Serena
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2023-01-01
Abstract
The Pd-catalyzed amino- and alkoxycarbonylation of aryl iodides has been exploited, for the first time, in a bioinspired Deep Eutectic Solvent and under gas-free conditions, by using Mo(CO)6 as the CO source. The method allows for the preparation of carboxylic amides and esters in high yields (up to 99%), short reaction time (2 h) and under mild reaction conditions (80 °C), with a low catalyst loading (2.5 mol%). Noteworthy, in the case of N-hexylbenzamide, it has been demonstrated that both the catalyst and DES can be used for four consecutive runs, with a moderate decrease of catalytic efficiency. The methodology has been also applied to the preparation of an Active Pharmaceutical Ingredient used for the treatment of human scabies and lice.File | Dimensione | Formato | |
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Eur J Org Chem - 2023 - Messa - Gas‐Free Amino‐ and Alkoxycarbonylation of Aryl Iodides in a Bioinspired Deep Eutectic.pdf
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