Synthesis and antimicrobial properties of cyclic fluorodiamines containing boronate esters

Abstract

Eight new aminoboron compounds derived from primary diamines and the pinacol‐protected product of 3‐fluoro‐2‐formylphenylboronic acid have been prepared and characterized fully. Reactions proceed to give the corresponding cyclic products arising via initial aldimine formation followed by a secondary hydroamination step. One compound contains a pendant amine group which was used to make a novel boron‐containing Schiff base ligand along with the corresponding zinc(II) metal complex. All compounds were tested for their initial antimicrobial activities against a number of fungi and bacteria.

Oxazoline scaffold in synthesis of benzosiloxaboroles and related ring-expanded heterocycles: diverse reactivity, structural peculiarities and antimicrobial activity

“…It is worth noting here that the chemistry of arylboronic derivatives bearing nitrogen-based functionalities is diverse and offers many synthetic possibilities; various systems were also tested as potential antimicrobial agents. [15][16][17][18] Since oxazolines have potential for subsequent transformations via ring cleavage, we also exploited this possibility in our work which gave rise to novel heterocyclic systems including derivative 4a featuring an unprecedented 7-membered ring comprising a BOBOSi linkage. The obtained new derivatives were comprehensively characterized including by single crystal X-ray diffraction analyses.…”

Boron-containing capsaicinoids

“…The desboro-aryl amine substrates were subjected to EDCIassisted amidation using terminally unsaturated aliphatic acids to provide intermediates (27)(28)(29)(30) towards the nal tertiary amide capsaicinoids (31)(32)(33)(34). These intermediates were subjected to metal-catalyzed hydroboration, employing [IrCl(cod)(dppm)] 45 and pinacolborane (HBpin, pin ¼ 1,2-O 2 C 2 Me 4 ) at room temperature.…”

Probing the Molecular Function of Novel Boron-containing Compounds

“…In this study we tested novel BCCs against HCoV-NL63 and HCoV-OC43 models to determine their effectiveness as antiviral agents. All of the compounds used in this chapter have been previously published with their structures confirmed by NMR [66][67][68][69]122 and other analytical techniques. We reveal several compounds that have antiviral activity.…”