Sulfur Dioxide: Useful Reagent and Solvent in Organic Chemistry
20th European Symposium on Organic Chemistry (ESOC 2017): Program. Section: Synthesis 2017
Māris Turks, Jevgeņija Lugiņina, Krista Gulbe, Daniels Posevins, Agnese Stikute, Irina Novosjolova, Dace Cīrule, Mikus Purins

We have discovered that: 1) unprotected and carbamate-protected aziridines and azetidines undergo efficient ring-opening reactions in liquid SO2 with I and II group metal halides and thiols; 2) liquid SO2 facilitates the Ritter reaction; 3) liquid SO2 in combination with In(OTf)3 or Hf(OTf)4 (< 1 mol-%) greatly facilitates alkyne hydration; 4) alkyne hydrohalogenation in liquid SO2 with I and II group metal halides and NH4X does not require Lewis acid catalysis. We have also developed catalytic conditions for synthesis of trialkylsilyl allylsulfinates in ene-reactions between allylsilanes and SO2. The obtained products can be used for both preperative and GC derivatization.


Keywords
Sulfur dioxide

Turks, M., Lugiņina, J., Suta, K., Posevins, D., Stikute, A., Novosjolova, I., Cīrule, D., Purins, M. Sulfur Dioxide: Useful Reagent and Solvent in Organic Chemistry. In: 20th European Symposium on Organic Chemistry (ESOC 2017): Program. Section: Synthesis, Germany, Cologne, 2-6 July, 2017. online: 2017, pp.1-1.

Publication language
English (en)
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