Heterocyclic Chemistry 1999
DOI: 10.1007/978-3-662-07757-3_2
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Five-Membered Heterocycles with One Heteroatom

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Cited by 22 publications
(48 citation statements)
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“…Accordingly, the NOE contact between protons H(1) (7.41 ppm for both 5a and 5c) and H(12) (6.89 ppm for 5a or 6.78 ppm for 5c) confirmed that isomer with lower intensity of 1 H signals is Z isomer. Calculation of the integrated proton peak intensities involving H (12) and H(13) was used to determine the ratios between isomers. E vs. Z isomer ratio is estimated to be 80%:20% for oxa-(5a) and 85%:15% for thiaanalogue (5c).…”
Section: Resultsmentioning
confidence: 99%
“…Accordingly, the NOE contact between protons H(1) (7.41 ppm for both 5a and 5c) and H(12) (6.89 ppm for 5a or 6.78 ppm for 5c) confirmed that isomer with lower intensity of 1 H signals is Z isomer. Calculation of the integrated proton peak intensities involving H (12) and H(13) was used to determine the ratios between isomers. E vs. Z isomer ratio is estimated to be 80%:20% for oxa-(5a) and 85%:15% for thiaanalogue (5c).…”
Section: Resultsmentioning
confidence: 99%
“…According to the literature, the pK a values are 7.00 and 4.10 for the imidazole and 4-phenyl-2-aminothiazole, respectively [47][48]. As indicated in Table 2, the first acidity constant values of the acetamide derivatives are greater than 7.00.…”
Section: Spectral Maximum λ (Nm)mentioning
confidence: 89%
“…39 Considering the aromaticity of the 1,3,4-oxadiazole core as a 6π electron system, the two nitrogen atoms have each one electron pair fully available to receive a hydrogen bond. These interactions are observed in the binding site of raltegravir (9) in the HIV-1 integrase. The nitrogens are linked to the cation Mg 2+ by two water molecules, as shown in Figure 11a.…”
Section: Differences Between 124-and 134-oxadiazolesmentioning
confidence: 94%
“…They were firstly discovered in 1884 by Tiemann and Krüger, 8 then named furo [ab]diazoles. Oxadiazoles can be isosterically compared with furan, 9 but the replacement of two methine groups (−CH=) by two sp 2 nitrogen (−N=) reduces their aromaticity so that some of their isomers are electronically comparable to conjugated diene systems. Oxadiazoles can be found in four different isomeric structures (Figure 4).…”
Section: Nitrogen Heterocycles and Drug Discoverymentioning
confidence: 99%