Publication result detail

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

MESSA, F.; PAPARELLA, A.; VESELÝ, D.; KRAJČOVIČ, J.; PAPADIA, P.; PERRONE, S.; SALOMONE, A.

Original Title

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

English Title

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

Type

WoS Article

Original 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 degrees 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.

English 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 degrees 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.

Keywords

alkoxycarbonylation; aminocarbonylation; Pd-catalysis; deep eutectic solvent; molybdenum hexacarbonyl

Key words in English

alkoxycarbonylation; aminocarbonylation; Pd-catalysis; deep eutectic solvent; molybdenum hexacarbonyl

Authors

MESSA, F.; PAPARELLA, A.; VESELÝ, D.; KRAJČOVIČ, J.; PAPADIA, P.; PERRONE, S.; SALOMONE, A.

RIV year

2024

Released

22.05.2023

Publisher

Wiley-VCH

Location

WEINHEIM

ISBN

1434-193X

Periodical

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Volume

26

Number

24

State

Federal Republic of Germany

Pages from

1

Pages to

8

Pages count

8

URL

https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.202300309

Full text in the Digital Library

http://hdl.handle.net/11012/244939

BibTex

@article{BUT184175,
  author="Francesco {Messa} and Andrea Nicola {Paparella} and Dominik {Veselý} and Jozef {Krajčovič} and Paride {Papadia} and Serena {Perrone} and Antonio {Salomone}",
  title="Gas-Free Amino- and Alkoxycarbonylation of Aryl Iodides in a Bioinspired Deep Eutectic Solvent with Mo(CO)6 as a Safe CO Source",
  journal="EUROPEAN JOURNAL OF ORGANIC CHEMISTRY",
  year="2023",
  volume="26",
  number="24",
  pages="1--8",
  doi="10.1002/ejoc.202300309",
  issn="1434-193X",
  url="https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.202300309"
}