NO-Mediated aromatic nitration during decomposition of phenolic S-nitrosothiols in non-aqueous aerobic medium

Five novel S-nitrosothiol compounds (6-10) derived from L-cysteine were generated in solution and their decomposition rate was followed by UV spectroscopy. In acetonitrile, compounds 9 and 10 were the most stable of this series with a half-life of 24 h. The final organic decomposition products of the five S-nitrosothiols were also analysed. Derivatives 8, 9, and 10, possessing a phenolic hydroxyl group, afforded an unexpected decomposition pathway, with nitration of aromatic ring occurring in non-aqueous media. A mechanism involving a phenoxy radical seems to be implicated.     

Biaryles dissymétriques par diformylation et aromatisation de cyclohexén-2 ones.

The classical procedure of formylation of ketones is reinvestigated in order to provide a synthetic route to unsymmetrical biaryls from cyclohexenones.     

Synthèse de dérivés imidazopyridiniques et pyridinotriaziniques

Propargylpyridiniums 2-substituted by hydroxylamine or hydrazine moieties cyclize by heating to imidazopyridiniums whereas derivatives substituted by methylhydrazine or N,N' -dimethylhydrazine lead to pyridino-as-triaziniums. These differences are discussed.     

Preparation of 2-Substituted Vinylamino Acid Derivatives

Solid-liquid phase transfer catalysis in the absence of any added solvent efficiently promotes Michael addition of glycine Schiff bases to phenylvinylsulfoxide. The vinyl group was formed by thermolysis of the phenylsulfinyl function.     

Synthese de tetrahydrodibenzofurannes : creation d'un carbone quaternaire par transposition de claisen.

A new route to tetrahydrodibenzofurannes is described. It is based upon Claisen transposition of an aryloxycyclohexene to $\text{o}$.hydroxyphenyl cyclohexene which is, in turn, cyclized by palladium acetate. In the studied example, an overall yield of 45 % is obtained in two steps. The isolation of an unexpected minor isomeric transposed compound sets a problem of mechanism.     

三环型吗啡类似物合成的新方法

本文报道4,6-二羟基-9bβ-N-甲基苯乙胺乙基六氢双苯骈呋喃(1)的合成路线。以芳基取代的环己烯醇(2)为原料, 经重排、环氧化、环合、还原、磺酰化、取代和脱保护等九步反应, 1的总产率为46%。