Jean Sansoulet

Solid-liquid phase transfer catalysis without solvent: an improvement for chiral Michael addition of N-acetylaminomalonate to chalcone

Abstract Solid-liquid phase transfer catalysis (PTC) without added solvent efficiently promotes chiral Michael addition when the reaction is achieved in presence of quaternary salts derived from (+) or (−) N-methyl ephedrine. Enantiomeric excesses are significantly increased by “omitting” the organic solvent during the reaction.

Easy and efficient anion alkylations in solid-liquid PTC conditions

Abstract Alkylation of anionic nucleophiles such as potassium acetate or potassium indole can be achieved in good yields without solvent either in the presence of NBu 4 Br and small amounts of TiO 2 or in the presence of Aliquat 336 (Oct 3 MeN + Cl − ).

Catalyse par transfert de phase solide-liquide sans solvant : application a la reaction de michael

Abstract Solid-liquid phase transfer catalysis without added organic solvent efficiently promotes MICHAEL reactions. The method is applied here to the addition of acetylacetone, methylacetoacetate and fluorene anions on hindered acceptors.

Solid-Liquid Phase Transfer Catalysis Without Solvent: Further Improvement in SNAr Reactions

Abstract Solid-liquid PTC without added solvent efficiently promotes SNAr reactions of a variety of anionic nucleophiles generated in situ. This methodology is applied with success to some examples concerning non-activated aromatic systems. TDA-1 is the most effective catalyst.

Unexpected double benzylation of acetophenone under phase transfer catalysis conditions. Acidity or π−π interaction effect?

Abstract A π − π interaction in the transition state of the benzylation of 1,3-diphenyl-1-propanone, the monobenzylation product of acetophenone, is proposed according to chemical, kinetic and theoretical approaches. Evidence for the existence of this kind of interaction in a transition state has been provided for the first time. The results obtained cannot be explained solely by the increased acidity but by considering the existence of a π-π interaction.

Easy Michael Addition by Solid-Liquid Phase Transfer Catalysis Abnormal Reaction of N-Acetylaminomalonate

Abstract Solid-liquid phase transfer catalysis (PTC) without added solvent efficiently promotes Michael addition of substituted malonates on hindered acceptors. A rearrangement of adducts formed by addition of diethyl N-acetylaminomalonate is described.

Solid-Liquid Phase Transfer Catalysis Without Solvent: A Mild and Efficient Preparation of Mono and Di-Ethers Derived from 8-Hydroxyquinoline

Abstract The title compounds are easily prepared by reaction of 8-hydro-xyquinoline with either 1 eq. CnH2n+1Br (2≤n≤l6) or 0.5 eq. Br(CH2)nBr (3≤n≤6) in the presence of 1 eq. finely ground KOH and 2 % Aliquat 336. Reactions are performed in the absence of any organic solvent. Yields and experimental conditions compare very favourably to those obtained previously by classical methods.

Organic Chemistry Without Solvent. Improvements to the One Step Preparation of Dibenzyl Sulphones

Abstract Dibenzyl sulphones can be prepared from the corresponding benzyl halide under mild, economic and efficient conditions, using either sodium dithionite / Aliquat, or sodium formaldehyde sulphoxylate /potassium carbonate in the absence of solvent.