Catalysed prototropic rearrangements. Part 3. Metal carbonyl-catalysed isomerization of N-allylsulphonamides to N-prop-2-enyl and N-propylidene derivatives
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 1,p. 11-14
- https://doi.org/10.1039/p29770000011
Abstract
N-Allylsulphonamides (4) are readily isomerized in the presence of pentacarbonyliron upon irradiation by u.v. light. N-Prop-2-enyl derivatives (5) are obtained, and further isomerization under suitable conditions leads to N-propylidenesulphonamides (6). The last reaction proceeds by a specific 1,3-proton migration involving an N–H group as shown by isotopic labelling experiments.Keywords
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