Synthesis, Structure, and Anti-influenza Activity of 2-(Adamantan-1-yl)-5-aryl-1,3,4-oxadiazoles and 2-(Adamantan-1-yl)-5-aryltetrazoles

Novel tris(5‐aryl‐1H‐tetrazol‐1‐yl)methanes and 2‐dichloromethyl‐5‐aryl‐2H‐tetrazoles and noncovalent interactions in their crystal structure

“…All solvents and reagents were purchased from commercial sources and used without further purification. 5‐Aryl‐NH‐tetrazoles 1a‐g were synthesized using previously reported procedures …”

Synthesis, structure, and antiviral properties of novel 2-adamantyl-5-aryl-2H-tetrazoles

“…2). 12,13 In this work, we obtained a series of NH-unsubstituted 5-aryltetrazoles 2a-h by azidation of aromatic nitriles 1a-h via the 1,3-dipolar cycloaddition reaction (Scheme 1). Azidation was carried out in DMF according to a known method at 115°С.…”

“…Azidation was carried out in DMF according to a known method at 115°С. [11][12][13][14] The reaction of 5-aryl-NH-tetrazoles 2a-h with adamantan-1-ol in concentrated H 2 SO 4 gave a series of novel 2-adamantyl-5-aryl-2Н-tetrazoles 3a-h. The adamantylation of NH-tetrazoles 2a-h in H 2 SO 4 proceeds exclusively at the N-2 nitrogen atom of the tetrazole ring with the formation of 2-(adamantan-1-yl)-5-aryl-2Нtetrazoles 3a-h in high (81-92%) yields.…”

“…The structure, composition, and thermal stability of the obtained compounds were studied by IR spectroscopy, 1 H, 13 C NMR spectroscopy, high-resolution mass spectrometry, X-ray structural analysis, and simultaneous thermal analysis. The 1 H and 13 C NMR spectra confirm the structures of all the obtained compounds.…”

“…The structure, composition, and thermal stability of the obtained compounds were studied by IR spectroscopy, 1 H, 13 C NMR spectroscopy, high-resolution mass spectrometry, X-ray structural analysis, and simultaneous thermal analysis. The 1 H and 13 C NMR spectra confirm the structures of all the obtained compounds. In the 1 Н NMR spectra of 2-(adamantan-1-yl)-5-aryl-2Н-tetrazoles 3a-k, the adamantyl moiety appears as broadened singlets at 1.76-1.87 (compounds 3a-g,i-k), 2.16 (compound 3h), and 2.22-2.36 ppm and in the form of broadened singlets or multiplets in the 2.29-2.43 ppm range.…”