A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO2extrusion followed by insertion of isothiocyanates.
A new palladium mediated "one pot" synthesis of thioamides from aromatic carboxylic acids (ArCO2H + RNCS → ArC(S)NHR + CO2) was discovered by gas-phase experiments and theoretical studies. Palladium-mediated decarboxylation of aromatic carboxylic acids followed by addition of substituted isothiocyanates leads to the corresponding thioamide derivatives.
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
Asif
A
Noor
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
Jiawei
J
Li
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
George N
GN
Khairallah
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
Zhen
Z
Li
Department of Chemistry, Faculty of Science, Central Tehran Branch, Islamic Azad University, Shahrak Gharb, Tehran, Iran. ariafard@yahoo.com.
Hossein
H
Ghari
School of Physical Sciences, University of Tasmania, Hobart, Tasmania 7001, Australia.
Allan J
http://orcid.org/0000-0003-4091-6040
AJ
Canty
Department of Chemistry, Faculty of Science, Central Tehran Branch, Islamic Azad University, Shahrak Gharb, Tehran, Iran. ariafard@yahoo.com.
Alireza
http://orcid.org/0000-0003-2383-6380
A
Ariafard
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
Paul S
http://orcid.org/0000-0001-5373-0080
PS
Donnelly
School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Melbourne, Victoria 3010, Australia. pauld@unimelb.edu.au rohair@unimelb.edu.au.
Richard A J
http://orcid.org/0000-0002-8044-0502
RAJ
O'Hair