Analysis of NMR spectra of some products of click reaction
Keywords:
Isatin, N-propargylisatin, Click reaction, 1,2,3-triazoleAbstract
BETWEEN 6-AZIDO-6-DEOXY-1,2:3,4-DI-O-ISOPROPYLIDENE-α-DGALACTOPYRANOSE AND SUBSTITUTED N-PROPARGYLISATIN Some 1,2,3-triazole were synthesized by click reaction of 6-azido-6-deoxy-1,2:3,4-diO-isopropylidene-α-D-galactopyranose with substituted N-propargylisatin. The 1H and 13C NMR spectra of these compounds have been detailed analysis.
References
Al-Wabli R. I., Zakaria A. S., Attia M. I., "Synthesis, Spectroscopic Characterization and Antimicrobial Potential of Certain New Isatin-Indole Molecular Hybrids", Molecules, Vol. 22 No. 11 (2017), pp. 1958.
Casaschi A., Grigg R., Sansano J. M., "Palladium Catalysed Tandem Cyclisation–Anion Capture. Part 6:1 Synthesis of Sugar, Nucleoside, Purine, Benzodiazepinone and β-lactam Analogues via Capture of in situ Generated Vinylstannanes", Tetrahedron, Vol. 56, No. 38 (2000), pp. 7553-7560.
González A., Quirante J., Nieto J., Almeida M. R., Saraiva M. J., Planas A., Arsequell G., Valencia G., "Isatin derivatives, a novel class of transthyretin fibrillogenesis inhibitors", Bioorg Med Chem Lett, Vol. 19, No. 17 (2009), pp. 5270-5273.
Jampilek J., "Heterocycles in Medicinal Chemistry", Molecules, Vol. 24, No. 21 (2019), pp. 3839.
Kolb H. C., Finn M. G., Sharpless K. B., "Click Chemistry: Diverse Chemical Function from a Few Good Reactions", Angewandte Chemie International Edition, Vol. 40, No. 11 (2001), pp. 2004−2021.
Kumar K., Sagar S., Esau L., Kaur M., Kumar V., "Synthesis of novel 1H-1,2,3-triazole tethered C-5 substituted uracil–isatin conjugates and their cytotoxic evaluation", European Journal of Medicinal Chemistry, Vol. 58, 2012, pp. 153-159.
Langdon S. R., Brown N., Blagg J., "Scaffold Diversity of Exemplified Medicinal Chemistry Space", Journal of Chemical Information and Modeling, Vol. 51, No. 9 (2011), pp. 2174-2185.
Rostovtsev V. V., Green L. G., Fokin V. V., Sharpless K. B., "A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes", Angewandte Chemie International Edition, Vol. 41, No. 14 (2002), pp. 2596-2599.
Shaikh M. H., Subhedar D. D., Khan F. A. K., Sangshetti J. N., Nawale L., Arkile M., Sarkar D., Shingate B. B., "Synthesis of Novel Triazole-incorporated Isatin Derivatives as Antifungal, Antitubercular, and Antioxidant Agents and Molecular Docking Study", Journal of Heterocyclic Chemistry, Vol. 54, No. 1 (2017), pp. 413-421.
Singh H., Singh J. V., Gupta M. K., Saxena A. K., Sharma S., Nepali K., Bedi P. M. S., "Triazole tethered isatin-coumarin based molecular hybrids as novel antitubulin agents: Design, synthesis, biological investigation and docking studies", Bioorganic & Medicinal Chemistry Letters, Vol. 27, No. 17 (2017), pp. 3974-3979.
Singh P., Sharma P., Anand A., Bedi P. M. S., Kaur T., Saxena A. K., Kumar V., "Azide-alkyne cycloaddition en route to novel 1H-1,2,3-triazole tethered isatin conjugates with in vitro cytotoxic evaluation", European Journal of Medicinal Chemistry, Vol. 55, 2012, pp. 455-461.
Tiwari V. K., Mishra B. B., Mishra K. B., Mishra N., Singh A. S., Chen X., "Cu-Catalyzed Click Reaction in Carbohydrate Chemistry", Chemical Reviews, Vol. 116, No. 5 (2016), pp. 3086−3240.
