Categories: C-S Bond Formation >
Synthesis of thiocyanates
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Recent Literature
An electrochemical direct cyanation of readily available thiophenols or thiols
with trimethylsilyl cyanide (TMSCN) provides thiocyanates under mild operating
conditions. This oxidant- and transition-metal-free cross-coupling method is
also suitable for selenols.
C. Jiang, Y. Zhu, H. Li, P. Liu, P. Sun, J. Org. Chem., 2022, 87,
10026-10033.
An interrupted Pummerer reaction of sulfoxides provides thiocyanates under
mild conditions via electrophilic activation of the sulfoxide partner and
dealkylative functionalization.
U. Todorović, I. Klose, N. Maulide, Org. Lett., 2021, 23,
2510-2513.
Thioethers can be converted to thiocyanates via fluorium-initiated dealkylative
cyanation in the presence of selectfluor as the oxidant and trimethylsilyl
cyanide as the cyanation reagent. This method is user-friendly, operationally
simple, and step-economical.
Y. Chen, H. Qi, N. Chen, D. Ren, J. Xu, Z. Yang, J. Org. Chem., 2019, 84,
9044-9050.
An interrupted Pummerer reaction of sulfoxides provides thiocyanates under
mild conditions via electrophilic activation of the sulfoxide partner and
dealkylative functionalization.
U. Todorović, I. Klose, N. Maulide, Org. Lett., 2021, 23,
2510-2513.
