Selective alkylation of allyl phenyl sulphone. A novel synthesis of alk-2-enes
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 123-125
- https://doi.org/10.1039/p19770000123
Abstract
Treatment of the lithium salt of allyl phenyl sulphone (1) with a variety of alkyl halides affords exclusively α-alkylated products (2a–d), which are easily isomerized to (E)-αβ-unsaturated phenyl sulphones (4a–d) with catalytic amounts of t-butoxide. A new, simple method of reductive cleavage of the carbon–sulphur bonds of compounds (2)–(4) with potassium–graphite (C8K) is described, providing a general route to alk-2-enes [(5) and (6)] in satisfactory yields.Keywords
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