Deoxygenation of Sulfoxides to Sulfides with Thionyl Chloride and Triphenylphosphine: Competition with the Pummerer Reaction

Yujin Jang, Kyoung Tae Kim and Heung Bae Jeon*

*Department of Chemistry, Kwangwoon University, Seoul 139-701, Republic of Korea, Email: hbjkw.ac.kr

Y. Jang, K. T. Kim, H. B. Jeon, J. Org. Chem., 2013, 78, 6328-6331.

DOI: 10.1021/jo4008157

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Abstract

In a mild reduction of sulfoxides, sulfides are obtained in excellent yields when aliphatic and aromatic sulfoxides were treated with SOCl₂ as a catalyst and Ph₃P in THF at room temperature.

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Key Words

Deoxygenation, Triphenylphosphine

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ID: J42-Y2013