ChemInform Abstract: One-Pot Ketone Synthesis with Alkylzinc Halides Prepared from Alkyl Halides Via a Single Electron Transfer (SET) Process: New Extension of Fukuyama Ketone Synthesis.
A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...
A direct reductive homo-coupling of alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts. A single-electron-transfer-type oxidative addition is a pivotal process in the well-established nickel-catalyzed coupling of alkyl halides. However, the method cannot be applied to the homo-coupling of ubiquitous alkyl tosylates due to the high-lying σ*(C–O) orbital of the tosylates. This paper describes a Ni/Co-catalyzed protocol for the activation of alkyl tosylates on the construction of alkyl dimers under mild conditions.
The one-pot conversion of a mercaptan and an aryl methanesulfonate into a trithioorthoformate is described. The intermediacy of a sulfide-sulfonate ester is firmly established. Experimental and computational results permit the formulation of a possible pathway for the formation of the intermediate sulfide-sulfonate ester. Keywords: single electron transfer, sulfonate esters, sulfide-sulfonate esters.
A previous report has established the intermediacy of a sulfide-sulfonate ester in the one-pot conversion of an aryl mercaptan and a sulfonate ester into the corresponding trithioorthoformate. This report describes evidence for the sequential intermediacy of a bissulfide-sulfonate ester and a dithiosulfène in the conversion of the sulfide-sulfonate ester into the trithioorthoformate. A new sulfonate ester is shown to give the highest yield of trithioorthoformate. Key words: single electron transfer, sulfonate esters, sulfenes.
Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates