2010
DOI: 10.1134/s1070428010030085
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Cascade synthesis of new aryl 2-phenylallyl sulfones from α-methylstyrene and aromatic mono- and bis-sulfonyl chlorides

Abstract: Addition products of arenesulfonyl chlorides to α-methylstyrene in the presence of catalytic amounts of copper(II) chloride and triethylamine hydrochloride underwent fast dehydrochlorination (according to Hofmann's rule) on heating in boiling acetonitrile to give the corresponding aryl 2-phenylallyl sulfones with high selectivity. This reaction underlay a one-pot procedure for the synthesis of new compounds that attract interest as potential biologically active substances, monomers, and cross-linking agents fo… Show more

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Cited by 6 publications
(1 citation statement)
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“…The first route was based on the addition of tosyl hydrazide to α‐methylstyrene and provided the product in 41% yield . By comparison, the copper catalyzed addition of p ‐tosyl chloride to methyl styrene followed by elimination with TEA provided BAS in 53% yield [Scheme (d)] …”
Section: Resultsmentioning
confidence: 99%
“…The first route was based on the addition of tosyl hydrazide to α‐methylstyrene and provided the product in 41% yield . By comparison, the copper catalyzed addition of p ‐tosyl chloride to methyl styrene followed by elimination with TEA provided BAS in 53% yield [Scheme (d)] …”
Section: Resultsmentioning
confidence: 99%