Nucleophilic aromatic substitution (SNAr) reactions can provide metal-free access to synthesize monosubstituted compounds. We developed efficient SNAr conditions for p-selective of polyfluoroarenes with phenothiazine in the presence a mild base afford corresponding 10-phenylphenothiazine (PTH) derivatives. The resulting polyfluoroarene-bearing PTH derivatives were subjected second reaction gene...

Nucleophilic ionic sources of fluoride are essential reagents in the synthetic toolbox to access high added-value fluorinated building blocks unattainable by other means. In this review, we provide a concise description and rationale outstanding features one these reagents, tetramethylammonium (TMAF), as well disclosing different methods for its preparation, how physicochemical properties solva...

The insertion of a -NO2 group onto the corrole framework represents a key step for subsequent synthetic manipulation of the macrocycle based on the chemical versatility of such a functionality. Here we report results of the investigation of a copper 3-NO2-triarylcorrolate in nucleophilic aromatic substitution reactions with "active" methylene carbanions, namely diethyl malonate and diethyl 2-ch...

As a novel Sanger-type reagent, 2-fluoro-5-nitrophenyldiazonium tetrafluoroborate enabled the versatile functionalization of primary and secondary aliphatic alcohols. Based on mild nucleophilic aromatic substitution fluorine atom under unprecedented, base-free conditions, diazonium unit core resulting aryl-alkyl ether could be employed for such diverse transformations as radical C-H activation ...

A computational approach using density functional theory to compute the energies of the possible σ-complex reaction intermediates, the "σ-complex approach", has been shown to be very useful in predicting regioselectivity, in electrophilic as well as nucleophilic aromatic substitution. In this article we give a short overview of the background for these investigations and the general requirement...

BACKGROUND Highly functionalised pyrimidine derivatives are of great importance to the life-science industries and there exists a need for efficient synthetic methodology that allows the synthesis of polysubstituted pyrimidine derivatives that are regioselective in all stages to meet the demands of RAS techniques for applications in parallel synthesis. 5-Chloro-2,4,6-trifluoropyrimidine may be ...

We have synthesized the fluorine-I 8 labeled derivative of N-fert-butyl-aphenylnitrone (PBN), a free radical spin trapping agent widely used with electron spin resonance (ESR). N-tert-Butyl-a-(4-[18F]fluorophenyl)nitrone ([18F]FPBN) could be prepared with low radiochemical yield (3% decay corrected) by the direct aromatic nucleophilic substitution of N-tertbutyl-a-(4-nitrophenyl)nitrone with [1...