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

Jatuporn Meesin, Praewpan Katrun, Chayaporn Pareseecharoen, Manat Pohmakotr, Vichai Reutrakul, Darunee Soorukram and 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

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

DOI: 10.1021/acs.joc.5b02810 (free Supporting Information)



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Abstract

A highly efficient, metal-free, and generally applicable iodine-catalyzed reaction of arylacetylenic acids and arylacetylenes with sodium sulfinates provides arylacetylenic sulfones.

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

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


Key Words

alkynyl sulfones, TBHP, I2


ID: J42-Y2016