Preparative Organic Chemistry
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ChemInform Abstract: Olefin Synthesis by Reductive Elimination Reactions of β-Nitro Sulfides.
First published: January 26, 1988
Abstract
The α-(nitro)arylalkenes (I) and (III) are converted to the styrenes (II) or stilbenes (IV) by reaction with thiophenol in the presence of sodium sulfide.
ChemInform Abstract
The α-(nitro)arylalkenes (I) and (III) are converted to the styrenes (II) or stilbenes (IV) by reaction with thiophenol in the presence of sodium sulfide. The nitroalkenes (V) are coupled with the aldehydes (VI) and thiophenol (VII) to give the β-nitro-γ-(phenylthio) alcohols (VIII). These are benzoylated or acetylated, forming the acyl derivatives (X) or (XI) which undergo an elimination reaction, producing the β-(acyloxy)olefines (XIII) and (XIV). (Mechanism).
