Jacques Delaunay

The cyclodimerization of aryl vinyl sulphones: A facile and specific reaction when activated by cathodic electron transfer

Abstract Aryl vinyl sulphones, when “reduced” under well defined experimental conditions, do not lead to cleavage products or to hydrodimers but to cyclodimers, namely trans bis-1,2-(aryl sulphonyl)-cyclobutanes.

Cathodic cleavage of heteroarylalkylsulfones : A facile route to long chain aliphatic sulfinates and relevant sulfones.

Abstract Heteroarylalkylsulfones-mainly pyridylalkylsulfones- exhibit a cathodic cleavage reaction producing alkanesulfinate anion in high yield. This reaction is tested with long chain alkyl groups and allows an easy synthesis of aliphatic sulfunic acids.

A cathodic mode of access to 1-arylsulfonylcyclobutenes

Abstract 1,2 bis(arylsulfonyl)cyclobutanes issued from cathodic treatment of the corresponding arylvinylsulfones lead only by action of electrogenerated bases via a β — elimination reaction, to 1-arylsulfonylcyclobutenes in high yield.

L'utilisation de l'anode comme catalyseur d'additions (2 + 2) et (4 + 2): exemple de la reactivite d'indenones en presence de certains styrenes α-substitues

Resume Mixed electrolyses in non-nucleophilic solvents of indenones in the presence of α-substituted styrenes lead to cyclobutanes and cyclohexenes. Such a kind of addition may be explained by the catalytic role of the anode and the intermediate reactivity of oxidized forms of indenones.

Conversion anodique d'indenones en milieu nucleophile: Une synthese facile de 4-aryl isocoumarines par transposition des produits d'oxydation

Abstract Substituted indenones may be easily converted into 4-aryl isocoumarines when oxidized anodically in some nucleophilic solvents. For that, the electrolysis solution has to be added to a strong acid before the work up.

Electrochemical reduction of α-unsaturated carbonyl compounds—VIII. Cleavage of aryltritylketones in aprotic dimethylformamide

Abstract Aryltritylketones ArCOR were reduced in aprotic deoxygenated dimethylformamide. Product distribution after electrolysis showed the formation of a diester involving the solvent and the formation of ArCO provoked by the scission of the CC bond of the anion radical. This kind of cleavage is somewhat different to that of the carbinol (two-electron reduction of the title compound) in the presence of electrogenerated bases which affords the corresponding aldehyde ArCOH.

A specific and regioselective electrocatalytic monodeuteriation of α,β-Unsaturated sulfoxides

Abstract Unexpectedly the catliodic activation of a,β-ethylenic sulfoxides in deuteriated polar solvents permitted quantitative conversion into monodeuteriated analogs on condition that electrolyses were stopped after a catalytic amount of electricity has passed through the electrolysis cell.

Easy access to tricyclooctanes (analogues of [n]ladderanes) from arylvinylsulfones using electrochemical activation

Abstract Cathodic activation allows functionalized trans -ladderanes to be obtained by [22] cyclodimerization from 1-arysulfonylcyclobutene, which is itself easily obtained from phenylvinylsulfones also by electrochemical means. Such a reaction has no equivalent in conventional organic chemistry.

A Stereoselective Cathodic Coupling of Aryl Styryl Sulfones

Abstract The cathodic coupling of unsaturated sulfones (title compounds) performed in aprotic media in the presence of lithium salts as electrolyte affords d,l dimers almost exclusively.