Synlett

N-Isocyanotriphenyliminophosphorane; a Convenient Reagent for the Conversion of Acyl Chlorides into α-Diazoketones

E Aller, P Molina, Á Lorenzo

Index: Aller, Enrique; Molina, Pedro; Lorenzo, Angeles Synlett, 2000 , # 4 p. 526 - 528

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Citation Number: 14

Abstract

Abstract: Aliphatic, aromatic and vinylic acid chlorides were converted into the corresponding a-diazoketones in synthetically useful yields by reaction with N- isocyanotriphenyliminophosphorane followed by treatment of the resulting N-unsubstituted a- ketohydrazidoyl chlorides with triethylamine in the presence of a catalytic amount of p- toluenesulfonyl chloride. Key words: acyl chlorides, a-diazoketones, N- ...

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