A one-pot route to thioamides discovered by gas-phase studies: palladium-mediated CO2 extrusion followed by insertion of isothiocyanates
Asif Noor, Jiawei Li, George N Khairallah, Zhen Li, Hossein Ghari, Allan J Canty, Alireza Ariafard, Paul S Donnelly, Richard AJ O'Hair
Chemical Communications | Royal Society of Chemistry | Published : 2017
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.
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Awarded by Australian Research Council
We acknowledge: Financial support from Australian Research Council (DP1096134 (GNK), DP120101540 (AJC), DP150101388 (AJC, RAJO), DP160100288 and FT130100204 (PSD), computing time from the University of Tasmania and National Computing Infrastructure, Profs. Marisa Kozlowski, Craig Hutton and Jon Tunge for useful discussions and Mr Yang Yang for experimental assistance.