Grignard-mediated reduction of 2,2,2-trichloro-1-arylethanones.

  title={Grignard-mediated reduction of 2,2,2-trichloro-1-arylethanones.},
  author={Ali Hashem Essa and Reinner Ishaq Lerrick and Eçe Çiftçi and Ross W. Harrington and Paul G. Waddell and William Clegg and Michael J. Hall},
  journal={Organic \& biomolecular chemistry},
  volume={13 20},
2,2,2-Trichloro-1-aryl-ethanones can be reduced by RMgX to the corresponding 2,2-dichloro-1-arylethen-1-olates and trapped with a range of electrophiles resulting in either reduction, reduction/aldol, reduction/Claisen condensation or reduction/aldol-Tishchenko products. In addition we demonstrate that 2,2-dichloro-1-arylethen-1-olates undergo counter-ion controlled Darzens condensations, which can be followed by a thermal rearrangement as a route to 1,3-diaryl-3-chloropropane-1,2-diones. 
4 Citations

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