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Facile Synthesis of β-Keto Sulfones Employing Fenton's Reagent in DMSO

Petrakis N. Chalikidi, Maxim G. Uchuskin, Igor V. Trushkov, Vladimir T. Abaev*, Olga V. Serdyuk*

*K. L. Khetagurov North Ossetian State University, Vatutina St. 46, 362025 Vladikavkaz, Russian Federation; University of Erlangen-Nuremberg, Henkestrasse 42, 91054 Erlangen, Germany, Email: hampazeromail.ru, oserdukemail.ru

P. N. Chalikidi, M. G. Uchuskin, I. V. Trushkov, V. T. Abaev, O. V. Serdyuk, Synlett, 2018, 29, 571-575.

DOI: 10.1055/s-0036-1589151 (free Supporting Information)


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Abstract

A reaction of xanthates, DMSO, and Fenton's reagent proceeds under very mild conditions to provide various β-keto sulfones in high yields.

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A dropwise addition of hydrogen peroxide is needed, as an addition in one portion can result in vigorous runaway with excess heating.

Vladimir T. Abaev, January 5, 2019


Key Words

β-keto sulfones, sulfones, xanthates, dimethyl sulfoxide, Fenton's reagent, hydrogen peroxide, radical reaction


ID: J60-Y2018