Jean-Marie Surzur

Reactions SRN1 en serie heterocyclique: II. Reactivite du methyl-1 chloromethyl-2 nitro-5 imidazole.☆

Abstract 1-Methyl-2-chloromethyl-5-nitroimidazole reacts with tertiary nitronate anions in excess to afford in high yields the previously unknown 1-methyl-5-nitro-imidazoles bearing a trisubstituted ethylenic double bond in the 2 position. These compounds are ascribed to a C-alkylation reaction according to the SRN1 mechanism followed by base-promoted nitrous acid elimination.

Mn(III)-mediated radical lactonisation of allylic esters of acetoacetic and malonic acids

Mn(OAc)3 oxidises allyl acetoacetate and allyl malonate to 3-oxa bicyclo (3.1.0) 2-hexanone derivatives whereas under similar experimental conditions cinnamyl and crotyl esters lead to monocyclic γ-lactones derivatives and bis-lactones.

Synthese de thia-7 aza-1 bicyclo (4,3,0) nonanes par reaction radiocalaire regioselective.

Abstract Several β-aminothiols prepared from 3-piperideine and different thiiranes react by free radical reactio chemically initiated to yield exclusively 7-thia-1-azabicyclo (4,3,0) nonane derivatives. Even when this process is in competition with a radical addition on a terminal ethylenic chain, the bicyclic thiazolidine is always the major product.

Reduction monoelectronique par les complexes du cuivre metallique I - halogenures d'alkyle et complexe Cu(0)-isonitrile

Abstract Alkyl halides can be dimerized in excellent yield by the Cu(0)-isonitrile complex. This reaction is related to the mono-electronic reducing character of the complex.

Reduction monoelectronique par les complexes du cuivre metallique II - Gem-dibromocyclopropanes et complexe Cu(0)-isonitrile : voie d'acces aux composes alleniques

Abstract Gem-dibromocyclopropanes give selectively the corresponding allenes by treatment with the Cu(0)-isonitrile complex.

Cyclizing Bifunctionnalization of Dienes by Sulfonyl Halides

Free radical sulfonyl halides addition to olefins is well documented. In the same way free radical addition to non conjugated dienes such as cis, cis -1,5 cyclooctadiene or diallylic compounds is probably one of the first known example of free radical cyclization giving yield to monomeric compounds (1) or to the cyclopolymerization process (2).

ESR evidence for tight ion-pairs solvent effects in electron transfer reduction of nitroso compounds by copper(0)-isonitrile complexes

Abstract Persistent radicals are observed by ESR in electron transfer reduction of nitroso compounds by copper(0)-isonitrile complexes. ESR spectra exhibit hyperfine splitting to one nitrogen nucleus, one copper nucleus and eventually hydrogen nucleus. The results obtained from different aromatic nitroso are consistent with the formation or nitroxide-like or anilino-like radicals. But the ESR study of solvent and temperature effects on these species, agree with the formation of nitroso radical anion-complexed copper cation tight pairs. For example The interaction between nitroso radical anion and copper counterion is very sensitive to solvent effect and sometimes in an unexpected manner which will be discussed.

SYNTHESIS OF 7-THIA-1-AZABICYCLO (4,3,0) NONANE DERIVATIVES VIA FREE RADICAL REACTION

Abstract Several β-aminothiols were prepared by condensation of 3-piperideine and different thiiranes.