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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 1
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Original Articles

Reductive Sulfidation. Conversion of Aldehydes into Sulfides

Pages 47-51 | Received 26 Sep 1975, Published online: 05 Dec 2006
 

Abstract

Carbonyl compounds have been converted into 1,3-oxathiolanes or 1,3-oxathianes and then reduced with “mixed hydride” to β-hydroxyethyl (or on further reduction ethyl) or γ-hydroxypropyl sulfides, respectively.1 However, this overall conversion of a carbonyl compound to a sulfide (a process for which the name reductive sulfidation is suggested)2 is limited by the difficulties in transforming carbonyl compounds into acyclic monothioketals and acetals.3 A solution to this problem has been found and is illustrated in equation (1).

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