A photoaffinity labeling technique was used to study the receptors involved in the discrimination of odorants. Aromatic azides, 1-azidonaphthalene (AzN) and 1-azido-4-nitronaphthalene (AsNN), were found to be pleasant-smelling compounds and produced good responses, giving standard EOG's (electro-olfactogram) of the kind observed for normal odorants. Following irradiation of the frog olfactory m...

A series of novel glycopyranosyl azides were synthesised wherein the carbohydrate moiety was peracylated with four acetyl, propionyl, butanoyl, pentanoyl (valeryl) or 3-methylbutanoyl (isovaleryl) ester linked groups. A panel of glycoconjugates was synthesised from these glycopyranosyl azides using copper-catalysed azide-alkyne cycloaddition. The in vitro metabolic stability, plasma stability a...

An efficient three-step protocol was developed to produce 2-(azidomethyl)oxazoles from vinyl azides in a continuous-flow process. The general synthetic strategy involves a thermolysis of vinyl azides to generate azirines, which react with bromoacetyl bromide to provide 2-(bromomethyl)oxazoles. The latter compounds are versatile building blocks for nucleophilic displacement reactions as demonstr...

An efficient and straightforward method for one-pot synthesis of aryl azides from the corresponding amines, employing tributylstannyl azide as transfer reagent of N3 group is described. In this procedure diazotization of aryl amines occurs under mild conditions using tert-butyl nitrite (t-BuONO) and p-toluenesulfonic acid (TsOH). A variety of substituted aryl amines, with both electron-withdraw...

A Pd-catalyzed and ligand-free carbonylation/cycloaddition/decarboxylation cascade synthesis of sulfonyl amidines from sulfonyl azides and substituted amides at low CO pressure is reported. The reaction proceeds via an initial Pd-catalyzed carbonylative generation of sulfonyl isocyanates from sulfonyl azides, followed by a [2 + 2] cycloaddition with amides and subsequent decarboxylation, which ...

This feature article provides an overview of the application of organic azides for the intermolecular amination of sp(3) and sp(2) C-H bonds. The catalytic activity of several metal complexes was reviewed underlining both synthetic and mechanistic aspects of the C-H amination. The majority of the aminated compounds reported in literature have been collected in this paper to provide a compendium...

Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a rate constant of 0.022 s(-1). The catalyst-free cycloaddition of surface bound dibeznocyc...

Reactions of MnX(2) meltsalt (X = Cl and ClO(4)) and a quinquedentate Schiff base ligand together with its coligand azides in MeOH produced the unprecedented assembly of novel octa- and hexadecanuclear manganese clusters containing two and four alternant tetrahedral Mn(III)(3)Mn(II) cores bridged by Schiff base ligands and versatile azides groups. The magnetic measurements on both compounds ind...

Treatment of N-heterocyclic carbenes (as their free carbenes or generated in situ) with alkyl, aryl, acyl or tosyl azides afforded the respective substituted triazenes in excellent yields.