ISSN:
0009-2940
Keywords:
Dimethylhydrazones, metalated
;
Acylation, regioselective
;
1,3-Diketones
;
α-Cyano dimethylhydrazones
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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. The tautomeric structure of the product hydrazones 4, 5, 7, and 8 is determined. Cyanation of 3 with cyanogen bromide affords the α-cyano dimethylhydrazones 9.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250232
