title: Improved Arndt-Eistert synthesis of alpha-diazoketones requiring minimal diazomethane in the presence of calcium oxide as acid scavenger.
abstract: A practical methodology to obtain alpha-diazoketones through an improved Arndt-Eistert synthesis is described. The method allows the efficient transformation of acid halides using a stoichiometric amount of diazomethane in the presence of calcium oxide, without concomitant ketene or haloketone formation. The obtained alpha'-brominated-alpha-diazoketones were employed as suitable substrates for the synthesis of interesting alpha-arylamino-alpha'-halomethylketones.
authors.affiliation: Organic and Pharmaceutical Chemistry Department, Pharmacy Faculty, Complutense University of Madrid, Spain.
authors.forename: Vittorio
authors.initials: V
authors.lastname: Pace
authors.forename: Guido
authors.initials: G
authors.lastname: Verniest
authors.forename: Josep-Vicent
authors.initials: JV
authors.lastname: Sinisterra
authors.forename: Andrés R
authors.initials: AR
authors.lastname: Alcántara
authors.forename: Norbert
authors.initials: N
authors.lastname: De Kimpe
mesh_terms: D017610:Calcium Compounds / Q000737:chemistry*; D003978:Diazomethane / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D017610:Calcium Compounds; D007659:Ketones; D010087:Oxides; D003978:Diazomethane; C016538:lime