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McCormack reaction

From Wikipedia, the free encyclopedia
Chemical reaction

TheMcCormack reaction is a method for the synthesis oforganophosphorus compounds. In this reaction, a 1,3-diene and a source of R2P+ are combined to give phospholenium cation. The reaction is named after W. B. McCormack, a research chemist at duPont.

An illustrative reaction involvesphenyldichlorophosphine andisoprene:[1]

The reaction proceeds via apericyclic [2+4]-process. The resulting derivatives can be hydrolyzed to give thephosphine oxide.Dehydrohalogenation gives thephosphole.[2]

References

[edit]
  1. ^W. B. McCormack (1973)."3-Methyl-1-Phenylphospholene oxide".Organic Syntheses;Collected Volumes, vol. 5, p. 787.
  2. ^Handbook of organophosphorus chemistry by Robert Engel, CRC Press, 1992.ISBN 0-8247-8733-1.
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