- Chemoselective reduction of isothiocyanates to thioformamides mediated by the Schwartz reagent
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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.
- De La Vega-Hernández, Karen,Senatore, Raffaele,Miele, Margherita,Urban, Ernst,Holzer, Wolfgang,Pace, Vittorio
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supporting information
p. 1970 - 1978
(2019/02/20)
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- A new convenient synthesis of 5-aryl-2-(arylamino)-1,3,4-oxadiazole derivatives
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Electrical energy offers numerous benefits for conducting a synthesis, including increased reaction rates, yield enhancements and cleaner chemistries. 5-Aryl-2-(arylamino)-1,3,4-oxadiazoles were synthesized directly from acylthiosemicarbazide on the plati
- Kumar, Sanjeev
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body text
p. 216 - 220
(2012/08/29)
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- Synthesis of O-ethyl thioformate: A useful reagent for the thioformylation of amines
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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.
- Borths, Christopher J.,Chan, Johann,Burke, Brenda J.,Larsen, Robert D.
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experimental part
p. 3139 - 3142
(2010/03/24)
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- Direct Conversion of Formanilides into Thioformanilides Using Solubilized Phosphorus Pentasulphide
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Direct conversion of formanilides into thioformanilides, not reported so far, has now been achieved in good to excellent yields using solubilized phosphorus pentasulphide of controlled reactivity.
- Rao, C. Someswara,Murty, V. S. N.,Tattu, P. K.
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p. 1083 - 1084
(2007/10/02)
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