26060-35-5Relevant articles and documents
Chemoselective reduction of isothiocyanates to thioformamides mediated by the Schwartz reagent
De La Vega-Hernández, Karen,Senatore, Raffaele,Miele, Margherita,Urban, Ernst,Holzer, Wolfgang,Pace, Vittorio
supporting information, p. 1970 - 1978 (2019/02/20)
Thioformamides are easily prepared-under full chemocontrol-through the partial reduction of isothiocyanates with the in situ generated Schwartz reagent. The high electrophilicity of the starting materials enables the straightforward addition of the hydride ion, thus constituting a reliable and high-yielding method for obtaining variously functionalized thioformamides. Sensitive chemical groups to the reduction conditions such as nitro, ester, alkene, azo, azide and keto groups do not interfere with the chemoselectivity of the process. Moreover, the stereochemical information embodied in the starting material is fully retained in the final products. The synthetic potential of the selected thioformamide template is also briefly discussed.
Synthesis of O-ethyl thioformate: A useful reagent for the thioformylation of amines
Borths, Christopher J.,Chan, Johann,Burke, Brenda J.,Larsen, Robert D.
experimental part, p. 3139 - 3142 (2010/03/24)
O-Ethyl thioformate has been synthesized from triethylorthoformate and hydrogen sulfide gas using a Bronstead acid catalyst. The product can be isolated as a neat liquid in 83% overall yield. Both the crude and purified thiolate can be used to thioformylate a variety of amines in good to excellent yields.
