Selective Oxidation of Allylic Sulfides by Hydrogen Peroxide with the Trirutile-type Solid Oxide Catalyst LiNbMoO₆

Soojin Choi, Jae-Deuk Yang, Minkoo Ji, Hojin Choi, Minyong Kee, Kwang-Hyun Ahn, Song-Ho Byeon, Woonphil Baik and Sangho Koo*

*Department of Chemistry, Myong Ji University, Yongin, Kyunggi-Do, 449-728, Korea, Email: sangkoomju.ac.kr

S. Choi, J.-D. Yang, M. Ji, H. Choi, M. Kee, K.-H. Whn, S.-H. Byeon, W. Baik, S. Koo, J. Org. Chem., 2001, 66, 8154-8159.

DOI: 10.1021/jo016013s

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Abstract

LiNbMoO₆ catalyzes a chemoselective sulfur oxidation of allylic sulfides containing double bonds of high electron density without any epoxidation. Selective oxidation to either the corresponding sulfoxides or the sulfones was realized by controlling the stoichiometry of the quantitative oxidant, H₂O₂. Various functional groups including hydroxy, formyl, and ethers of THP or TBDMS are tolerated.

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Key Words

sulfoxides, sulfones, hydrogen peroxide

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ID: J42-Y2001