In the presence of K(2)CO(3) in refluxing THF, dichloro-substituted tetraoxacalix[2]arene[2]triazine, a readily available macrocyclic compound from cyanuric acid chloride and benzyl 1,3-dihydroxybenzoate, underwent highly efficient nucleophilic displacement reactions with bis-nucleophilic reagents of different geometry, length and chirality in a 2+2 fashion to produce large and size-tunable cav...

A straightforward synthetic route to arylazoindazoles via nucleophilic aromatic substitution is presented. Upon deprotonation of the NH group, a C6F5-substituted formazan undergoes facile cyclization as a result of intermolecular nucleophilic substitution (SNAr). This new class of azo photoswitches containing an indazole five-membered heterocycle shows photochemical isomerization with high fati...

A conceptually new, simple and practical method for the syn-nucleophilic displacement of aryl and vinyl epoxides and aryl aziridines with (substituted) phenols, using aryl borates as activating nucleophiles under neutral conditions, is reported.

Highly efficient catalyst free methods for the synthesis of α-hydroxy-β-oxophosphonates and α-oxoesters have been described. The existence of a 2-oxo group in α-oxoaldehydes is a key factor in promoting the reaction of the tervalent phosphite form towards 2-oxoaldehydes in the synthesis of α-hydroxy-β-oxophosphonates. The in situ activated α-C-H atom of α-hydroxy-β-oxophosphonates sustains aero...

We analyzed the ligand electronic effect in a gold(I)-catalyzed intramolecular alkyne hydroamination, through a DFT and charge-displacement function (CDF) study. We found that, in the presence of π-electron conjugation between the alkyne and the nucleophilic functionality, electron poor ligands modify the coordination mode and the geometric parameters of the substrate in such a way that, contra...

Poly (vinylpyrrolidone)-grafted silica as an organic-inorganic hybrid material was used as an effective heterogeneous polymeric cosolvent catalyst in organic reactions. This modified silica catalyzed nucleophilic displacement of alkyl halides for easy preparation of alkyl thiocyanates, alkyl cyanides, alkyl azides and alkyl aryl ethers. Furthermore, the catalyst was applied for the conversion o...

Alkylthio benzene derivatives were effectively synthesized by simultaneous diazotization of aromatic amines and nucleophilic displacement. The method is fairly general proceeds in moderate yields. Product yields comparable regardless steric hindrance the thiol or functional group present starting material. newly developed procedure allowed for incorporation a tertiary alkylthio group, which can...