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o-Iodoxybenzoic Acid (IBX)-Iodine Mediated One-Pot Deacylative Sulfonylation of 1,3-Dicarbonyl Compounds: A Synthesis of β-Carbonyl Sulfones

Praewpan Katrun, Teerawat Songsichan, Darunee Soorukram, Manat Pohmakotr, Vichai Reutrakul, Chutima Kuhakarn*

*Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand, Email: chutima.konmahidol.ac.th

P. Katrun, T. Songsichan, D. Soorukram, M. Pohmakotr, V. Reutrakul, C. Kuhakarn, Synthesis, 2017, 49, 1109-1121.

DOI: 10.1055/s-0036-1588900 (free Supporting Information)



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Abstract

A combination of o-iodoxybenzoic acid (IBX) and a catalytic amount of iodine promotes a facile one-pot deacylative sulfonylation reaction of 1,3-dicarbonyl compounds with sodium sulfinates to yield β-carbonyl sulfones in good yields.

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Key Words

deacylation, sulfonylation, β-keto sulfones, o-iodoxybenzoic acid, iodine


ID: J66-Y2017