Cyclopentanone semicarbazone

Me,SiCl (6.5 g, 60 mmol) in CCl4 (10 ml) is added to the semicarbazone (30 mmol), NaN02, or NaNOj (42 mmol), TEBA-Cl (0.34 g, 1.5 mmol) in CCI4 (20 ml) and the mixture is stirred for 3 h at room temperature. The mixture is filtered through silica and evaporated to yield the carbonyl compound (e.g. EtCOMe, 78% 1-BuCOMe, 84% cyclopentanone, 83% cyclohexanone, 78% PhCHO, 95% PhCOMe, 80% Ph2CO,... 

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