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Catalyst-Free Insertion of Sulfoxonium Ylides into Aryl Thiols. A Direct Preparation of β-Keto Thioethers

Rafael M. P. Dias and Antonio C. B. Burtoloso*

*Instituto de Química de São Carlos, Universidade de São Paulo, CEP 13560-970 São Carlos, SP, Brazil, Email:

R. M. P. Dias, A. C. B. Burtoloso, Org. Lett., 2016, 18, 3034-3037.

DOI: 10.1021/acs.orglett.6b01470


Insertion of sulfoxonium ylides into the S-H bond of aryl thiols provides β-keto thioethers in excellent yield without the need for a catalyst. The method avoids the use of metal catalysts in combination with diazo compounds or toxic haloketones.

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Key Words

aryl sulfides

ID: J54-Y2016