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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 14
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Original Articles

Efficient Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Cu/MgO Under Solvent-Free Conditions

, , , &
Pages 2113-2121 | Received 28 Apr 2009, Published online: 17 Jun 2010
 

Abstract

Regio-, stereo-, and chemoselective ring opening of epoxides with thiols using Cu/MgO as a heterogeneous catalyst has efficiently been carried out to produce the corresponding β-hydroxy sulfides in excellent yields at room temperature under solvent-free conditions. The treatment of the epoxides with thiols and 50% aqueous H2O2 in the presence of the same catalyst at room temperature affords the β-hydroxy sulfoxides in excellent yields.

ACKNOWLEDGMENTS

The authors thank the Council of Scientific and Industrial Research and the University Grants Commission, New Delhi, for financial assistance.

Notes

a The structures of the products were established from their spectral (1H NMR and MS) data.

b Yields reported in the parentheses are for other regioisomers.

a The structures of the products were established from their spectral (1H NMR and MS) data.

b Diastereomeric (82:18) mixture determined by 1H NMR analysis.

Part 170 in the series “Studies on Novel Synthetic Methodologies.”

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