Blaise ketone synthesis

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The Blaise ketone synthesis is the chemical reaction of acid chlorides with organozinc compounds to give ketones.

The reaction also works with organocuprates.

Reviews have been written.

Variations

Blaise-Maire reaction

The Blaise-Maire reaction is the Blaise ketone synthesis using β-hydroxy acid chlorides to give β-hydroxyketones, which are converted into α,β-unsaturated ketones using sulfuric acid.

References

  1. ^ Blaise, E. E.; Koehler, A. (1910). Bull. Soc. Chim. 7: 215. 
  2. ^ Blaise, E. E. (1911). Bull. Soc. Chim. 9: 1. 
  3. ^ Posner, G. H.; Whitten, C. E. (1976), "Secondary and Tertiary Alkyl Ketones from Carboxylic Acid Chlorides and Lithium Phenylthio(Alkyl)Cuprate Reagents: tert-Butyl Phenyl Ketone", Org. Synth. 55: 122 ; Coll. Vol. 6: 248 
  4. ^ Fujisawa, T.; Sato, T. (1988), "Ketones from Carboxylic Acids and Grignard Reagents: Methyl 6-Oxodecanoate", Org. Synth. 66: 116 ; Coll. Vol. 8: 441 
  5. ^ Cason, J. (1947). "The Use of Organocadmium Reagents for the Preparation of Ketones". Chem. Rev. 40: 17. doi:10.1021/cr60125a002. 
  6. ^ Shirley, D. A. (1954). "The Synthesis of Ketones from Acid Halides and Organometallic Compounds of Magnesium, Zinc, and Cadmium". Org. React. 8: 29. doi:10.1002/0471264180.or008.02. ISBN 0471264180. 
  7. ^ Blaise, E. E.; Maire, M. (1907). Compt. Rend. 145: 73. 

See also


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