Categories: C=S Bond Formation >
Synthesis of thioureas
The combination of sulfur and chloroform enables an efficient and practical synthesis of a thiocarbonyl surrogate. Various thiocarbamides and oxazolidinethiones have been synthesized, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity.
W. Tan, J. Wei, X. Jiang, Org. Lett., 2017, 19, 2166-2169.
A completely atom-economic reaction of isocyanides with aliphatic amines in the presence of elemental sulfur proceeds efficiently at (nearly) ambient temperature to produce thioureas in excellent yields.
T. B. Nguyen, L. Ermolenko, A. Al-Mourabit, Synthesis, 2014, 46, 3172-3179.