2018
DOI: 10.1107/s2056989018007259
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Synthesis and crystal structure of methyl 3-(3-hydroxy-3-phenylprop-2-enoyl)benzoate

Abstract: A non-symmetric aromatic β-diketone enol bearing a carb­oxy­methyl group has been synthesized and characterized by X-ray crystallography, 1H and 13C NMR spectroscopy, elemental analysis, UV–Vis spectroscopy and cyclic voltammetry.

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Cited by 3 publications
(2 citation statements)
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“…The obtained β‐diketone was identified by 1 H, 13 C NMR and high‐resolution mass spectra. In contrast to the previously reported similar 1,3‐diketone (phenyl instead of the thiophene ring) existing in the enol form exclusively both in solution (CDCl 3 ) and in the solid state, the novel ligand appeared in solution as an equilibrium keto‐enol mixture containing approximately 8 % of the keto tautomer, according to NMR (Figures S1–S3).…”
Section: Resultscontrasting
confidence: 88%
“…The obtained β‐diketone was identified by 1 H, 13 C NMR and high‐resolution mass spectra. In contrast to the previously reported similar 1,3‐diketone (phenyl instead of the thiophene ring) existing in the enol form exclusively both in solution (CDCl 3 ) and in the solid state, the novel ligand appeared in solution as an equilibrium keto‐enol mixture containing approximately 8 % of the keto tautomer, according to NMR (Figures S1–S3).…”
Section: Resultscontrasting
confidence: 88%
“…Bile acid derivatives with a lactone or lactam moiety in B or C steroid ring (Fig. 3) 7-14 were synthesized according to published procedures, [31][32][33] while the stereochemistry and physicochemical properties of these compounds were described by Poša et al The general synthesis of tetrazole compounds is shown in Scheme 2, using the synthesis of 16 as an example. Bile acid derivative 24, with C-3 acetoxy, C-24 ethoxycarbonyl groups, and a carbonyl group at C-12, was subjected to Schmidt reaction condition (Scheme 2) with trimethylsilyl azide as an azide source and tri-methylsilyl trifluoromethanesulfonate as an amide intermediate activator.…”
Section: Chemistrymentioning
confidence: 99%