Metal ions and complexes in organic reactions. Part XVI. Extension of copper-catalysed Gabriel reactions to vinylic halides and to analogues of phthalimide salts
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 278-280
- https://doi.org/10.1039/p19730000278
Abstract
Catalysed conversions of vinylic bromides, RCH:CHBr (R = H, alkyl, or aryl) into the corresponding phthalimidocompounds were effected in a reaction system [KN(CO)2C6H4+ Cul + MeCO·NMe2 at 165°] previously found suitable for aryl halides; some mechanistic features are indicated. The response of aromatic-type heterocyclic bromides is also exemplified. Analogously, the sodium salts of succinimide, maleimide, dibenzamide, benzenesulphonamide, and benzenesulphonanilide formed N-phenyl derivatives, but were less reactive than sodium phthalimide.Keywords
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