Chemische Berichte

Regioselective Acylations of Ketones to 1, 3??Diketones via Metalated Dimethylhydrazones [1]

D Enders, VN Pathak, P Weuster

Index: Enders, Dieter; Pathak, Vijai, N.; Weuster, Peter Chemische Berichte, 1992 , vol. 125, # 2 p. 515 - 524

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Citation Number: 11

Abstract

Abstract Acyclic and cyclic unsymmetrical ketones 1 are regioselectively acylated via their corresponding metalated dimethyl-hydrazones 3 by using acid chlorides or anhydrides, arylnitriles, ethyl formate, carbon disulfide/methyl iodide, alkyl chloroformates, dialkyl carbonates, phenyl isocyanate, or phenyl isothiocyanate as acylating agents. Subsequent acidic hydrolysis leads to the 1, 3-diketones 6 in acceptable to excellent overall yields. ...