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Synlett 2001; 2001(10): 1535-1538
DOI: 10.1055/s-2001-17471
DOI: 10.1055/s-2001-17471
letter
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Regioselective C-Acylation of Vinylphosphorus Compounds Through Electroreduction or Mg-Promoted Reduction
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Publikationsverlauf
Publikationsdatum:
27. September 2001 (online)
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Either of electroreduction or Mg-promoted electron-transfer reaction of vinylphosphonate derivatives 1-4 in the presence of acid anhydrides 5 a - c or acid chlorides 15 b, c brought about regioselective C-acylation to give the corresponding β-acylphosphonates 3 in good yields. The reaction may be initiated through one-electron transfer from either a cathode or Mg metal to a substrate to give the corresponding anion radical, which is then subjected to electrophilic attack of an acylating agent, followed by the fast second electron-transfer.
vinylphosphonates - electron-transfer - acylations - magnesium - cross-coupling