2362-65-4Relevant academic research and scientific papers
The BF3·OEt2-assisted conversion of nitriles into thioamides with Lawesson's reagent
Nagl, Michael,Panuschka, Claudia,Barta, Andrea,Schmid, Walther
, p. 4012 - 4018 (2008)
A method for the thiolysis of nitriles by applying Lawesson's reagent and facilitated by the addition of boron trifluoride-diethyl ether complex is reported. The method opens an easy access to primary thioamides. Aromatic, benzylic, and aliphatic nitriles were converted into the corresponding thioamides in high to quantitative yields (even in unfavorable cases, e.g., ortho-substitut-ed benzonitriles). The reaction was performed in 1,2-dimethoxyethane-tetrahydrofuran or toluene-diethyl ether solvent mixtures at 20-50°C, and exhibited considerable selectivity in the case of multifunctional nitrile substrates, such as cyanomethyl N-acetylphenylalaninate, benzoylacetonitrile, 4-cyanobenzamide, 4-acetylbenzonitrile, or pent-3-enenitrile. Georg Thieme Verlag Stuttgart.
Methods for minimizing thioamide impurities
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Page/Page column 7; 8, (2008/06/13)
Methods for minimizing the formation of thioamide compounds using decoy agents during reactions, such as thionations of carbonyl compounds containing nitrite groups, are provided.
A REMARKABLY SIMPLE CONVERSION OF NITRILES TO THIOAMIDES
Gauthier, Jacques Yves,Lebel, Helene
, p. 325 - 326 (2007/10/02)
Thiolacetic acid and light smoothly convert nitriles to thioamides.
