Gas‐Free Amino‐ and Alkoxycarbonylation of Aryl Iodides in a Bioinspired Deep Eutectic Solvent with Mo(CO)6 as a Safe CO Source

Author:

Messa Francesco1ORCID,Paparella Andrea Nicola2ORCID,Veselý Dominik3,Krajčovič Jozef3,Papadia Paride1,Perrone Serena1ORCID,Salomone Antonio4ORCID

Affiliation:

1. Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali Università del Salento Prov.le Lecce-Monteroni I-73100 Lecce Italy

2. Dipartimento di Farmacia-Scienze del Farmaco Università degli Studi di Bari “Aldo Moro” Consorzio C.I.N.M.P.I.S. Via Orabona, 4 I-70125 Bari Italy

3. Brno University of Technology Faculty of Chemistry Purkyňova 464/118 612 00 Brno Czech Republic

4. Dipartimento di Chimica Università degli Studi di Bari “Aldo Moro” Consorzio C.I.N.M.P.I.S. Via Orabona, 4 I-70125 Bari Italy

Abstract

AbstractThe 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.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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