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A NEW ROUTE FOR THE SYNTHESIS OF STYRYLBENZYLSULFONES,PRECURSORS OF 1-BENZYLSULFONYL-2-ARYLCYCLOPROPANES |
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| Authors: | M. V. Ramana Reddy D. Bhaskar Reddy P. V. Ramana Reddy S. Vijayalaskhmi |
| Affiliation: | 1. The Wistar Institute of Anatomy and Biology , 3601 Spruce Street, Philadelphia;2. Department of Chemistry , Sri Venkateswara University , Tirupati, India;3. Department of Chemistry , Pondicherry Engg. College , Pondicherry, India |
| Abstract: | Abstract A novel method for the synthesis of E-styrylbenzylsulfones from E-sodium styrysulfinates and benzyl chlorides has been described. The cyclopropanation of these compounds with dimethylsulfonium methylide gave E-1-benzylsulfonyl-2-arylcyclopropanes in good yields. The corresponding Z-isomers have been obtained by the cycloaddition of benzylthiocarbenes to styrenes under phase transfer catalysis. Their geometry has been assigned based on IR and 1H NMR spectral data. |
| Keywords: | Benzylthiocarbene configuration cyclopropanation dimethylsulfonium methylide phase transfer catalysis sodium styrylsulfinate. |