Ionic Liquid Promoted Regio- and Stereo-Selective Thiolysis of Epoxides—A Simple and Green Approach to β-Hydroxy- and β-Keto Sulfides
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A variety of epoxides underwent facile cleavage by thiols under the catalysis of 1-methyl-3-butylimidazolium bromide, [bmIm]Br, to produce the corresponding β-hydroxy sulfides with high regio- and stereo-selectivity. On the other hand, a specially designed basic ionic liquid, [bmIm]OH, efficiently catalyzes the thiolysis of α,β-epoxy ketones providing β-keto sulfides through simultaneous retro-aldol cleavages. The reactions are clean, high yielding, and do not require any organic solvent. The catalyst is also recycled.
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2012 ◽
Vol 164
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pp. 203-206
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2007 ◽
Vol 37
(17)
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pp. 2869-2876
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1999 ◽
Vol 173
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pp. 249-254
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1969 ◽
Vol 27
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pp. 6-7
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1980 ◽
Vol 38
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pp. 30-33
2005 ◽
Vol 19
(3)
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pp. 129-132
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