593-32-8Relevant articles and documents
Iron-Catalyzed Wacker-type Oxidation of Olefins at Room Temperature with 1,3-Diketones or Neocuproine as Ligands**
Kataeva, Olga,Kn?lker, Hans-Joachim,Linke, Philipp,Puls, Florian
supporting information, p. 14083 - 14090 (2021/05/24)
Herein, we describe a convenient and general method for the oxidation of olefins to ketones using either tris(dibenzoylmethanato)iron(III) [Fe(dbm)3] or a combination of iron(II) chloride and neocuproine (2,9-dimethyl-1,10-phenanthroline) as catalysts and phenylsilane (PhSiH3) as additive. All reactions proceed efficiently at room temperature using air as sole oxidant. This transformation has been applied to a variety of substrates, is operationally simple, proceeds under mild reaction conditions, and shows a high functional-group tolerance. The ketones are formed smoothly in up to 97 % yield and with 100 % regioselectivity, while the corresponding alcohols were observed as by-products. Labeling experiments showed that an incorporated hydrogen atom originates from the phenylsilane. The oxygen atom of the ketone as well as of the alcohol derives from the ambient atmosphere.
SODIUM HYDROGEN TELLURIDE AS A USEFUL NUCLEOPHILIC REAGENT FOR THE CLEAVAGE OF EPOXIDES AND OF QUATERNARY AMMONIUM SALTS
Barton, Derek H. R.,Fekih, Abdelwaheb,Lusinchi, Xavier
, p. 6197 - 6200 (2007/10/02)
Sodium hydrogen telluride opens many epoxides cleanly by an SN2 process to give telluro-alcohols, which by reduction with nickel boride afford alcohols.An intermediate telluro-alcohol was converted to olefin in high yield by treatment with p-toluene-sulphonyl chloride in pyridine.Quaternary ammonium salts are also cleaved efficiently by sodium hydrogen telluride.