The facile and high yield synthesis of a new series of dibenzophenones in the presence of polyphosphoric acid (PPA) together with their cyclization to corresponding moni and dixanthones are described. The aromatic nucleophilic substitution of these new compounds are also studied.

BACKGROUND Although the nucleophilic difluoromethylation of aldehydes, ketones, and imines has been realized with PhSO(2)CF(2)H and related reagents, there are still no reports on the enantioselective nucleophilic reactions. RESULTS With a chiral quaternary ammonium salt as the catalyst and KOH as the base, we describe the first enantioselective difluoromethylation of aromatic aldehydes with ...

The reactions of two nucleophilic palladium carbene complexes with the strong Lewis acid B(C6F5)3 afforded two zwitterionic products. One of them features a remote nucleophilic attack at the para-carbon of the supporting ligand, while the other indicates C-F activation of B(C6F5)3. Both behaviours are reminiscent of the reactivity of frustrated Lewis pairs due to the steric inaccessibility of t...

epoxyalcohols are useful intermediates in complex organic synthesis, and recently they have been recognized as versatile intermediates for synthesis of natural products. the treatments of cis and trans 2-(1-cyclohexenyl) cyclohexanol, separately with paranirto perbenzoic acid gave the corresponding 2-(1- cyclohexenyl) cyclohexanol oxide. on the other hand, 2-cyclohexylidene cyclohexanol oxide w...

A facile and efficient one-pot synthesis of polysubstituted pyridin-2(1H)-ones from readily available enaminones and the cyanomethyl sulfonium bromide salt in the presence of cesium carbonate is developed, and a mechanism involving sequential nucleophilic vinylic substitution (S(N)V), intramolecular nucleophilic cyclization and dealkylation reactions is proposed.

Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.

Me(3)SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.