Literature DB >> 21442670

Microwave-assisted aminocarbonylation of ynamides by using catalytic [Fe3(CO)12] at low pressures of carbon monoxide.

Marianna Pizzetti1, Adele Russo, Elena Petricci.   

Abstract

The microwave-assisted aminocarbonylation of ynamides at low pressures of CO is reported. A new class of (E)-acrylamides that are potentially suitable for several applications has been regioselectively synthesized after microwave irradiation for only 20 min by using eco-friendly [Fe(3)(CO)(12)] as the catalyst precursor and triethylamine as the ligand. This transformation is atom economic as all reactants are used in stoichiometric quantities. Furthermore, the transformation is efficiently applied to the alkoxycarbonylation of alkynes as well. Moreover, running these reactions under microwave irradiation allows the simplification of the reaction conditions with remarkable reductions in time, temperature and gas pressure.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2011        PMID: 21442670     DOI: 10.1002/chem.201100447

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  N-allyl-N-sulfonyl ynamides as synthetic precursors to amidines and vinylogous amidines. An unexpected N-to-C 1,3-sulfonyl shift in nitrile synthesis.

Authors:  Kyle A DeKorver; Whitney L Johnson; Yu Zhang; Richard P Hsung; Huifang Dai; Jun Deng; Andrew G Lohse; Yan-Shi Zhang
Journal:  J Org Chem       Date:  2011-05-24       Impact factor: 4.354

2.  Introducing a new class of N-phosphoryl ynamides via Cu(I)-catalyzed amidations of alkynyl bromides.

Authors:  Kyle A DeKorver; Mary C Walton; Troy D North; Richard P Hsung
Journal:  Org Lett       Date:  2011-08-17       Impact factor: 6.005

Review 3.  Heterogeneous Phase Microwave-Assisted Reactions under CO₂ or CO Pressure.

Authors:  Emanuela Calcio Gaudino; Laura Rinaldi; Laura Rotolo; Diego Carnaroglio; Camillo Pirola; Giancarlo Cravotto
Journal:  Molecules       Date:  2016-02-24       Impact factor: 4.411

4.  An Intramolecular Hydroaminomethylation-Based Approach to Pyrrolizidine Alkaloids under Microwave-Assisted Heating.

Authors:  Elena Petricci; Simone Zurzolo; Camilla Matassini; Samuele Maramai; Francesca Cardona; Andrea Goti; Maurizio Taddei
Journal:  Molecules       Date:  2022-07-25       Impact factor: 4.927

5.  N-Aryl Isoleucine Derivatives as Angiotensin II AT2 Receptor Ligands.

Authors:  Malte Behrends; Charlotta Wallinder; Anna Wieckowska; Marie-Odile Guimond; Anders Hallberg; Nicole Gallo-Payet; Mats Larhed
Journal:  ChemistryOpen       Date:  2014-03-13       Impact factor: 2.911

6.  A General and Highly Selective Palladium-Catalyzed Hydroamidation of 1,3-Diynes.

Authors:  Jiawang Liu; Carolin Schneider; Ji Yang; Zhihong Wei; Haijun Jiao; Robert Franke; Ralf Jackstell; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-27       Impact factor: 15.336

  6 in total

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