Liquid Sulfur Dioxide Promoted Ritter Reaction and Other Transformations through Carbenium Ion Intermediates

Riga Technical University 57th International Scientific Conference "Materials Science and Applied Chemistry" (MSAC 2016): Proceedings and Programme 2016
Krista Gulbe, Daniels Posevins, Jevgeņija Lugiņina, Māris Turks

Ritter reaction between alcohols and nitriles is facilated by the use of liquid sulfur dioxide (SO2) as a reaction solvent. New indium (III) triflate (In(OTf)3) catalyzed conditions were developed and applied for various substrates to form corresponding amides in good to excellent yields. Furthermore, unactivated secondary alcohols that generate relatively less stable carbenium ions gave the best isolated yields known to date. Liquid sulfur dioxide as a solvent is also found to be effective in other transformations like catalyst-free glycosylation and alkyne hydration that is now under investigation in our laboratory.

Atslēgas vārdi
Sulfur dioxide, Ritter reaction, carbenium ion, indium (III) triflate
Hipersaite
https://conferences.rtu.lv/index.php/MSAC/MSAC2016/paper/viewFile/27/15

Suta, K., Posevins, D., Lugiņina, J., Turks, M. Liquid Sulfur Dioxide Promoted Ritter Reaction and Other Transformations through Carbenium Ion Intermediates. No: Riga Technical University 57th International Scientific Conference "Materials Science and Applied Chemistry" (MSAC 2016): Proceedings and Programme, Latvija, Rīga, 21.-22. oktobris, 2016. Riga: RTU Press, 2016, 177.-180.lpp. ISBN 978-9934-10-861-7.

Publikācijas valoda
English (en)