2017
DOI: 10.1016/j.tet.2017.02.050
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A 1-hydroxy-2,3,1-benzodiazaborine-containing π-conjugated system: Synthesis, optical properties and solvent-dependent response toward anions

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Cited by 14 publications
(3 citation statements)
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“…Three compounds showed promising antifungal activity against S. cerevisiae , which was comparable to amphotericin B, while antibacterial activity against B. cereus was only observed for one compound ( Table 2 ). In recent years, this diazaborine scaffold has also found use to generate fluorescent molecules for sensing anions 55 and serine protease inhibitors. 56 Semicarbazide is a toxic food contaminant and is widely found in foodstuffs.…”
Section: Iminoboronate Chemistrymentioning
confidence: 99%
“…Three compounds showed promising antifungal activity against S. cerevisiae , which was comparable to amphotericin B, while antibacterial activity against B. cereus was only observed for one compound ( Table 2 ). In recent years, this diazaborine scaffold has also found use to generate fluorescent molecules for sensing anions 55 and serine protease inhibitors. 56 Semicarbazide is a toxic food contaminant and is widely found in foodstuffs.…”
Section: Iminoboronate Chemistrymentioning
confidence: 99%
“…The optical properties of this compound were rationalized using time-dependent density functional theory (TD-DFT) at the B3LYP/9-31G(d,p) level of theory. 143 New aromatic BN 1,2-azaborine derivatives containing a fused pyrrolidinone ring have been prepared via a base catalyzed condensation of the substituted isoindolinones with the appropriate 2-formylboronic acids. For example, the reaction of 6-bromoisoindolinone with 2-formylphenylboronic acid using DBU in ethanol gave azaborine 117 in 84% yield (Scheme 50).…”
Section: One Component Synthesismentioning
confidence: 99%
“…5 Within this review are discussed diazaborines, which are a unique class of heterocyclic compounds that have potent antimicrobial properties (a representative example is shown in Figure 1c). [6][7][8][9][10][11][12][13][14][15][16][17] Although no diazaborines have yet to reach clinical trials, the mechanism of action of these compounds is believed to involve the inhibition of fatty acid biosynthesis in Escherichia coli, in which the boron compound inhibits maturation of rRNAs (ribosomal ribonucleic acids) for the large ribosomal subunit. Numerous groups, including Groziak and co-workers, [18][19][20] have reported derivatives of this important structural scaffold and shown they display significant antimicrobial properties.…”
Section: Synthesis Characterization and Antimicrobial Activities Of Pentacyclic Oxadiazadiborinanesmentioning
confidence: 99%