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McCormack reaction

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The McCormack reaction is a method for the synthesis of organophosphorus 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 involves phenyldichlorophosphine and isoprene:

The reaction proceeds via an pericyclic [1+4]-process. The resulting derivatives can be hydrolyzed to give the phosphine oxide. Dehydrohalogenation gives the phosphole.

References

McCormack reaction Wikipedia


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