Jean-Paul Guetté

Halogenation regioselective en serie aromatique—II: Chloration des naphtols et de leurs ethers a l'aide de reactifs mettant en jeu des interactions du type donneur-accepteur

Abstract The regiospecific chlorination of naphthols by hexachlorocyclohexadienones as selective chlorinating reagents is described. The selectivity attained is better than that which we have obtained with phenol derivatives and confirms the importance of the donor-acceptor interaction between the reagent and the naphthol during the chlorination.

Stereoselectivity in intramolecular Diels Alder reactions. I: Synthesis of hydroisoindoles

Abstract The effects of solvent, steric bulk and the nature of the electron demand (normal or inverse) on the ratio of cis vs trans isomers during intramolecular DIELS-ALDER cyclization of 4-aza-1,6,8-trienes were studied.

Preparation of Alkylarylcarbinols by Mono-Oxydation at the Benzylic Position Using 2,3-Dichloro-5,6-Dicyanobenzoquinone (D.D.Q.)

Abstract A new and convenient method for the preparation of alkylarylacetates and alkylarylcarbinols is described. Mono-oxidation at the benzylic position was performed using 2,3-dichloro-5,6-dicyanobenzoquinone (D.D.Q.) in acetic acid. Good yields of arylcarbinols were obtained under mild conditions.

First crown ether derivative of benzoxazinone; a new fluoroionophore for alkaline earth metals recognition

Alkaline earth cations markedly shift the emission wavelength and enhance the fluorescence intensity of 3-(p-13-aza-1,4,7,10-tetraoxacyclopentadecan-13-ylstyryl)-7-dimethylamino-1,4-benzoxazin-2-one.

Nitrocyclohexadienones: Convenient new mono-nitrating agents for aromatic compounds☆

Abstract Nitrocyclohexadienones are effective nitrating agents for naphthols in dry ether at room temperature to give good yields of mononitrated products.

Stereoselectivity in intramolecular Diels-Alder reaction II: Influence of alkyl substituent on cyclization of azatrienes

Abstract Substitution of the allylic moiety of azatrienes by functionalized alkyl groups permits high chemical yields and stereoselectivity during I.M.D.A cyclization. Substituted hydroisoindoles, precursors for natural and pharmaceutical products were prepared with good yields and selectivity.

Asymmetric control of oxidation of aromatic substrates using a donor–acceptor interaction

Asymmetric oxidation at the benzylic position of chiral aromatic substrates was controlled using a donor–acceptor interaction and 2,3-dichloro-5,6-dicyanobenzoquinone as acceptor and oxidant.

Regiospecific chlorination of aromatic substrates using donor–acceptor and hydrogen bonding interactions

The chlorination of aromatic substances has been achieved with good regioselectivity using 2,3,4,4,5,6-hexachlorocyclohexa-2,5-dien-1-one and 2,3,4,5,6,6-hexachlorocyclohexa-2,4-dien-1-one as chlorinating agents.