22026-12-6Relevant articles and documents
Catalytic ketonisation over oxide catalysts. Part IX. Single step synthesis of aliphatic saturated and unsaturated C11 - C 13 ketones from carboxylic acids
Glinski,Gibka
, p. 299 - 302 (2007/10/03)
Metameric undecan-x-ones (x = 2-6), dodecan-y-ones (y = 2-5), tridecan-z-ones (z = 4-7) and two unsaturated aliphatic ketones were prepared by vapor phase ketonisation of the appropriate monocarboxylic acids in the presence of 20 wt% MnO2/Al2O3 catalyst under flow conditions. The ketones were obtained in yields between 48 and 89% in a multigram scale (80-250 g). Their physical and spectral data have been determined.
CuBr2-LiOBut as a New Reagent for Oxidation of Alcohols
Yamaguchi, Jun-ichi,Yamamoto, Shiori,Takeda, Takeshi
, p. 1185 - 1188 (2007/10/02)
The reagent of the title was found to promote the oxidation of alcohols to give the corresponding carbonyl compounds in good yields.The copper(II) oxidizing agent was easily prepared by the reaction of copper(II) bromide with lithium t-butoxide in THF.
REACTIVITE DES DERIVES ORGANOMANGANEUX-VIII; PREPARATION DE CETONES PAR ACYLATION D'ORGANOMANGANEUX. INFLUENCE DE LA NATURE DE L'AGENT ACYLANT, DES SOLVANTS ET DES LIGANDS
Friour, G.,Alexakis, A.,Cahiez, G.,Normant, J.
, p. 683 - 694 (2007/10/02)
The influence of the nature of acylating reagents, solvents and ligands on the preparation of ketones by acylation of organomanganous reagents is studied.Thus acid chlorides in ether, symmetrical acid anhydrides in ether or THF and mixed carboxylic-carbonic anhydrides (R'COOCOOEt) in ether are compared, they lead to the corresponding ketones with good or excellent yields.Some problems of reproductibility are encountered and discussed when mixed anhydrides R'COOCOOEt are used in THF.The addition of a great variety of cosolvents (e.g.C6H6, AcOEt, CO3Et2, CH3CN, CH2Cl2...) to the reaction mixture before addition of the acylating reagent does not affect the yield of ketones.In comparison the complexation of organomanganous reagents by several ligands (e.g.Me2S or Ph3P) has no subsequent effect on their acylation.The main limitation for the choice of solvents or ligands is the use of amino derivatives which generally lead to a very low yield of ketones (e.g.C5H5N, TMEDA, Et3N) or unreproducible yields (e.g.HMPA).Two applications of these studies are described: -The stabilization of s or t-alkyl manganous derivatives by complexation which leads to the best yield of the corresponding ketones -The use of a cosolvent in order to increase the yield when mixed anhydrides R'COOCOOEt are used in THF.
