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Santoro F, Mariani M, Zaccheria F, et al. Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid. Beilstein J Org Chem. 2016;12:2627-2635doi: 10.3762/bjoc.12.259.
Santoro, F., Mariani, M., Zaccheria, F., Psaro, R., & Ravasio, N. (2016). Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid. Beilstein journal of organic chemistry, 122627-2635. https://doi.org/10.3762/bjoc.12.259
Santoro, Federica, et al. "Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid." Beilstein journal of organic chemistry vol. 12 (2016): 2627-2635. doi: https://doi.org/10.3762/bjoc.12.259
Santoro F, Mariani M, Zaccheria F, Psaro R, Ravasio N. Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid. Beilstein J Org Chem. 2016 Dec 06;12:2627-2635. doi: 10.3762/bjoc.12.259. eCollection 2016. PMID: 28144333; PMCID: PMC5238612.
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Beilstein J Org Chem. 2016 Dec 06;12:2627-2635. doi: 10.3762/bjoc.12.259. eCollection 2016.

Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid.

Beilstein journal of organic chemistry

Federica Santoro, Matteo Mariani, Federica Zaccheria, Rinaldo Psaro, Nicoletta Ravasio

Affiliations

  1. CNR ISTM, via C. Golgi 19, 20133 Milano, Italy.

PMID: 28144333 PMCID: PMC5238612 DOI: 10.3762/bjoc.12.259

Abstract

The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction rate follows the electron density of the carbinol atom in the substrate alcohol and yields up to 99% and can be obtained for a wide range of substrates under mild reaction conditions.

Keywords: S-alkylation; no solvent; solid acids; thioethers; transition-metal-free

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