Grignard-mediated reduction of 2,2,2-trichloro-1-arylethanones?
Organic & Biomolecular Chemistry Pub Date: 2015-04-16 DOI: 10.1039/C5OB00541H
Abstract
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.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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