IBX/I₂-Mediated Reaction of Sodium Arenesulfinates with Alkenes: Facile Synthesis of β-Keto Sulfones

Natthapol Samakkanad, Praewpan Katrun, Thanachart Techajaroonjit, Sornsiri Hlekhlai, Manat Pohmakotr, Vichai Reutrakul, Thaworn Jaipetch, Darunee Soorukram, Chutima Kuhakarn*

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

N. Samakkanad, P. Katrun, T. Techajaroonjit, S. Hlekhlai, M. Pohmakotr, V. Reutrakul, T. Jaipetch, D. Soorukram, C. Kuhakarn, Synthesis, 2012, 44, 1693-1699.

DOI: 10.1055/s-0031-1290952

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Abstract

A combination of o-iodoxybenzoic acid and iodine mediates a direct synthesis of β-keto sulfones from alkenes and arenesulfinates in good yields in a one-pot reaction.

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Iodine-catalyzed Sulfonylation of Arylacetylenic Acids and Arylacetylenes with Sodium Sulfinates: Synthesis of Arylacetylenic Sulfones

J. Meesin, P. Katrun, C. Pareseecharoen, M. Pohmakotr, V. Reutrakul, D. Soorukram, C. Kuhakarn, J. Org. Chem., 2016, 81, 2744-2752.

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Key Words

IBX, iodine, alkenes, β-keto sulfones, sulfones

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ID: J66-Y2012-1870