68018-45-1Relevant articles and documents
Stille cross-coupling of activated alkyltin reagents under "ligandless" conditions
Herve, Agnes,Rodriguez, Alain L.,Fouquet, Eric
, p. 1953 - 1956 (2005)
(Chemical Equation Presented) Monoalkyltins activated by a fluoride source are shown to be as reactive as their vinyl or aryl homologues in the Stille coupling reaction, thus providing an easy entry into the pallado-catalyzed formation of Csp3-Csp2 bonds. In addition to this uncommon reactivity, this methodology holds several advantages such as (i) a quantitative preparation of stable and easy to handle alkyltin reagents 2, (ii) a simplified coupling procedure without any phosphine added ligand under neutral conditions, and (iii) a facile purification step of the organic products from the inorganic nontoxic tin byproducts.
Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer
Scamp, Ryan J.,Scheffer, Bradley,Schomaker, Jennifer M.
, p. 7362 - 7365 (2019/06/27)
Silver-catalyzed nitrene insertion enables the formation of benzosultams in good yield and with regioselectivity complementary to other transition metal nitrene-transfer catalysts. Preferential formation of six-membered benzosultam rings predominates for alkyl-substituted benzenesulphonamide precursors. Ligand-controlled tunability is also achieved for benzenesulphonamides with γ-branched alkyl substituents. Mechanistic probes suggest that the reaction pathway differs depending on whether a α (benzylic) or β (homobenzylic) C-H bond undergoes amidation, as well as the catalyst identity.
PROCESS FOR PREPARING ORGANIC COMPOUNDS BY A TRANSITION METAL-CATALYSED CROSS-COUPLING REACTION OF AN ARYL-X, HETEROARYL-X, CYCLOALKENYL-X OR ALKENYL-X COMPOUND WITH AN ALKYL, ALKENYL, CYCLOALKYL OR CYCLOALKENYL HALIDE
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Page/Page column 7, (2009/10/06)
A process for preparing organic compounds of the general formula (I) [in-line-formulae]R—R′??(I),[/in-line-formulae] where R is a substituted or unsubstituted aromatic, heteroaromatic, cycloalkenylic or alkenylic radical andR′ is a substituted or unsubstituted alkylic, alkenylic, cycloalkylic or cycloalkenylic radical, by reacting a corresponding compound of the general formula (II) [in-line-formulae]R—X??(II),[/in-line-formulae] where X is chlorine, bromine, iodine, diazonium, mesylate (methanesulphonate), tosylate (p-toluenesulphonate) or triflate (trifluorosutphonate) andR is as defined for formula (I), with a corresponding compound of the general formula (III) [in-line-formulae]R′—Y??(III),[/in-line-formulae] where Y is chlorine, bromine or iodine andR′ is as defined for formula (I), wherein the reaction is carried out in the presence of a) stoichiometric amounts of elemental magnesium, based on the compound of the general formula (II), andb) catalytic amounts of a transition metal compound, based on the compound of the general formula (II), and, if appropriate, c) in the presence of a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II), is described. It is particularly advantageous that the process of the invention is carried out as a one-pot reaction and the organomagnesium compound (Grignard compound) formed in situ as intermediate is not isolated.
