|
[1]
|
Tiemann, F. and Krüger, P. (1884) Ueber Amidoxime und Azoxime. European Journal of Inorganic Chemistry, 17, 1685-1698. [Google Scholar] [CrossRef]
|
|
[2]
|
Diana, G.D., Volkots, D.L., Nitz, T.J., et al. (1994) Oxadiazoles as Ester Bioisosteric Replacements in Compounds Related to Disoxaril. Antirhinovirus Activity. Journal of Medicinal Chemistry, 37, 2421-2436. [Google Scholar] [CrossRef] [PubMed]
|
|
[3]
|
Borg, S., Vollinga, R.C., Labarre, M., et al. (1999) Design, Synthesis, and Evaluation of Phe-Gly Mimetics: Heterocyclic Building Blocks for Pseudopeptides. Journal of Medicinal Chemistry, 42, 4331-4342. [Google Scholar] [CrossRef] [PubMed]
|
|
[4]
|
Orlek, B.S., Blaney, F.E., Brown, F., et al. (1991) Comparison of Azabi-cyclic Esters and Oxadiazoles as Ligands for the Muscarinic Receptor. Journal of Medicinal Chemistry, 34, 2726-2735. [Google Scholar] [CrossRef] [PubMed]
|
|
[5]
|
Watjen, F., Baker, R., Engelstoff, M., et al.(1989) Novel Benzodiazepine Receptor Partial Agonists: Oxadiazolylimidazobenzodiazepines. Journal of Medicinal Chemistry, 32, 2282-2291. [Google Scholar] [CrossRef] [PubMed]
|
|
[6]
|
Carroll, F.I., Gray, J.L., Abraham, P., et al. (1993) 3-Aryl-2-(3'-substituted-1',2',4'-oxadiazol-5'-yl)tropane Analogs of Cocaine: Affinities at the Cocaine Binding Site at the Dopamine, Serotonin, and Norepinephrine Transporters. Journal of Medicinal Chemistry, 36, 2886-2890. [Google Scholar] [CrossRef] [PubMed]
|
|
[7]
|
Ankersen, M., Peschke, B., Hansen, B.S. and Hansen, T.K. (1997) In-vestigation of Bioisosters of the Growth Hormone Secretagogue l-692,429. Bioorganic & Medicinal Chemistry Letters, 7, 1293-1298. [Google Scholar] [CrossRef]
|
|
[8]
|
Chen, C., Senanayake, C.H., Bill, T.J., Larsen, R.D., et al. (1994) Improved Fischer Indole Reaction for the Preparation of N,N-Dimethyltryptamines: Synthesis of L-695,894, a Potent 5-HT1D Receptor Agonist. The Journal of Organic Chemistry, 59, 3738-3741. [Google Scholar] [CrossRef]
|
|
[9]
|
Robert, J.M., Anna, M.B., Mari, R.C., et al. (1999) Potent, Selective Human β3 Adrenergic Receptor Agonists Containing a Substituted Indoline-5-Sulfonamide Pharmacophore. Bioorganic & Medicinal Chemistry Letters, 9, 1869-1874. [Google Scholar] [CrossRef]
|
|
[10]
|
Li, Z., Chen, W., Hale, J.J., Lynch, C.L., et al. (2005) Dis-covery of Potent 3,5-Diphenyl-1,2,4-Oxadiazole Sphingosine-1-Phosphate-1 (S1P1) Receptor Agonists with Exceptional Selectivity against S1P2 and S1P3. Journal of Medicinal Chemistry, 48, 6169-6173. [Google Scholar] [CrossRef] [PubMed]
|
|
[11]
|
Roppe, J., Smith, N.D., Huang, D., et al. (2004) Discovery of Novel Het-eroarylazoles That Are Metabotropic Glutamate Subtype 5 Receptor Antagonists with Anxiolytic Activity. Journal of Medicinal Chemistry, 47, 4645-4648. [Google Scholar] [CrossRef] [PubMed]
|
|
[12]
|
Frizon, T.E., Rampon, D.S., Gallardo, H., et al. (2012) Selenides and Diselenides Containing Oxadiazoles: A New Class of Functionalised Materials. Liquid Crystals, 39, 769-777. [Google Scholar] [CrossRef]
|
|
[13]
|
Pace, A., Pibiri, I., Piccionello, A.P., et al. (2006) Synthesis and Characterization of a Series of Alkyloxadiazolylpyridinium Salts as Perspective Ionic Liquids. Heterocycles, 68, 2653-2661. [Google Scholar] [CrossRef]
|
|
[14]
|
Pibiri, I., Piccionello, A.P., Calabrese, A., et al. (2010) Fluorescent Hg2+ Sensors: Synthesis and Evaluation of a Tren-Based Starburst Molecule Containing Fluorinated 1,2,4-Oxadiazoles. European Journal of Organic Chemistry, 2010, 4549-4553. [Google Scholar] [CrossRef]
|
|
[15]
|
Li, Q., Cui, L., Zhong, C., et al. (2014) Synthesis of New Bipolar Host Materials Based on 1,2,4-Oxadiazole for Blue Phosphorescent OLEDs. Dyes and Pigments, 101, 142-149. [Google Scholar] [CrossRef]
|
|
[16]
|
Fu, Z., He, C. and Chen, F. (2012) Synthesis and Characteristics of a Novel, High-Nitrogen, Heat-Resistant, Insensitive Material (NOG2Tz). Journal of Materials Chemistry, 22, 60-63. [Google Scholar] [CrossRef]
|
|
[17]
|
Ko, D., Patel, H.A. and Yavuz, C.T. (2015) Synthesis of Nanoporous 1,2,4-Oxadiazole Networks with High CO2 Capture Capacity. Chemical Communications, 51, 2915-2917. [Google Scholar] [CrossRef]
|
|
[18]
|
Porcheddu, A., Cadoni, R. and De Luca, L. (2011) A Fast and Efficient One-Pot Microwave Assisted Synthesis of Variously Disubstituted 1,2,4-Oxadiazoles. Organic & Biomolecular Chem-istry, 9, 7539-7546. [Google Scholar] [CrossRef] [PubMed]
|
|
[19]
|
Ramu, T., Prasanthi, S., Mangarao, N., et al. (2013) A Simple and Straightforward Protocol to 3,5-Disubstituted 1,2,4-Oxadiazoles from Carboxylic Acids. Chemistry Letters, 42, 722-724. [Google Scholar] [CrossRef]
|
|
[20]
|
Laetitia, D., Jean, C.L., Daniel, C., et al. (2010) Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles Using Ionic Liquid-Phase Organic Synthesis (IoLiPOS) Methodology. Tetrahedron, 66, 986-994. [Google Scholar] [CrossRef]
|
|
[21]
|
Nowrouzi, N., Khalili, D. and Irajzadeh, M. (2015) One-Pot Synthe-sis of 1,2,4-Oxadiazoles from Carboxylic Acids Using 4-(dimethylamino)pyridinium Acetate as Efficient, Regenerable, and Green Catalyst with Ionic Liquid Character. Journal of the Iranian Chemical Society, 12, 801-806. [Google Scholar] [CrossRef]
|
|
[22]
|
Babak, K. and Fariba, S. (2007) Magnesia-Supported Hydroxyl-amine Hydrochloride in the Presence of Sodium Carbonate as an Efficient Reagent for the Synthesis of 1,2,4-Oxadiazoles from Nitriles. Tetrahedron Letters, 48, 2829-2832. [Google Scholar] [CrossRef]
|
|
[23]
|
Rostamizadeh, S., Ghaieni, H.R., Aryan, R. and Amani, A.M. (2010) Clean One-Pot Synthesis of 1,2,4-Oxadiazoles under Solvent-Free Conditions Using Microwave Irradiation and Potassium Fluoride as Catalyst and Solid Support. Tetrahedron, 66, 494-497. [Google Scholar] [CrossRef]
|
|
[24]
|
Kaboudin, B. and Malekzadeh, L. (2011) Organic Reactions in Water: An Efficient Method for the Synthesis of 1,2,4-Oxadiazoles in Water. Tetrahedron Letters, 52, 6424-6426. [Google Scholar] [CrossRef]
|
|
[25]
|
Baykov, S., Sharonova, T., Shetnev, A., Rozhkov, S., et al. (2017) The First One-Pot Ambient-Temperature Synthesis of 1,2,4-Oxadiazoles from Amidoximes and Carboxylic Acid Esters. Tetrahedron, 73, 945-951. [Google Scholar] [CrossRef]
|
|
[26]
|
Suresh, D., Kanagaraj, K. and Pitchumani, K. (2014) Microwave Promoted One-Pot Synthesis of 2-Aryl Substituted 1,3,4-Oxadiazoles and 1,2,4-Oxadiazole Derivatives Using Al3+-K10 Clay as a Heterogeneous Catalyst. Tetrahedron Letters, 55, 3678-3682. [Google Scholar] [CrossRef]
|
|
[27]
|
Yoshimura, A., Nguyen, K.C., Klasen, S.C., et al. (2015) Prepara-tion, Structure, and Versatile Reactivity of Pseudocyclic Benziodoxole Triflate, New Hypervalent Iodine Reagent. Chem-ical Communications, 51, 7835-7838. [Google Scholar] [CrossRef]
|
|
[28]
|
Yoshimura, A., Nguyen, K.C., Klasen, S.C., Postnikov, P.S., et al. (2016) Hypervalent Iodine-Catalyzed Synthesis of 1,2,4-Oxadiazoles from Aldoximes and Nitriles. Asian Journal of Organic Chemistry, 5, 1128-1133. [Google Scholar] [CrossRef]
|
|
[29]
|
Nikodemiak, P. and Koert, U. (2017) Metal-Catalyzed Synthesis of Functionalized 1,2,4-Oxadiazoles from Silyl Nitronates and Nitriles. Advanced Synthesis & Catalysis, 359, 1708-1716. [Google Scholar] [CrossRef]
|
|
[30]
|
Vale, J.A., Faustino, W.M., Zampieri, D.S., et al. (2012) Lanthanide Nitrates as Lewis Acids in the One-Pot Synthesis of 1,2,4-Oxadiazole Derivatives. Journal of the Brazilian Chemical Society, 23, 1437-1440. [Google Scholar] [CrossRef]
|
|
[31]
|
Tka, N. and Hassine, B.B. (2010) One-Pot Synthesis of New, Biologically Active 3,5-Disubstituted-1,2,4-Oxadiazoles. Synthetic Communications, 40, 3168-3176. [Google Scholar] [CrossRef]
|
|
[32]
|
Wang, W., Xu, H., Xu, Y., et al. (2016) Base-Mediated One-Pot Synthesis of 1,2,4-Oxadiazoles from Nitriles, Aldehydes and Hydroxylamine Hydrochloride without Addition of Extra Oxidant. Organic and Biomolecular Chemistry, 14, 9814-9822. [Google Scholar] [CrossRef]
|
|
[33]
|
Zhang, F.-L., Wang, Y.-F. and Chiba, S. (2013) Orthogonal Aerobic Conversion of N-Benzyl Amidoximes to 1,2,4-Oxadiazoles or Quinazolinones. Organic & Biomolecular Chemistry, 11, 6003-6006. [Google Scholar] [CrossRef] [PubMed]
|
|
[34]
|
Parker, P.D. and Pierce, J.G. (2016) Synthesis of 1,2,4-Oxadiazoles via DDQ-Mediated Oxidative Cyclization of Amidoximes. Synthesis, 48, 1902-1909. [Google Scholar] [CrossRef]
|
|
[35]
|
Lade, J.J., Patil, B.N., Vadagaonkar, K.S. and Chaskar, A.C. (2017) Oxidative Cyclization of Amidoximes and Thiohydroximic Acids: A Facile and Efficient Strategy for Accessing 3,5-Disubstituted 1,2,4-Oxadiazoles and 1,4,2-Oxathiazoles. Tetrahedron Letters, 58, 2103-2108. [Google Scholar] [CrossRef]
|
|
[36]
|
Kivrak, A. and Zora, M. (2014) A Novel Synthesis of 1,2,4-Oxadiazoles and Isoxazoles. Tetrahedron, 70, 817-831. [Google Scholar] [CrossRef]
|
|
[37]
|
Bian, Q., Wu, C., Yuan, J., et al. (2020) Iron Nitrate-Mediated Selec-tive Synthesis of 3-Acyl-1,2,4-Oxadiazoles from Alkynes and Nitriles: The Dual Roles of Iron Nitrate. The Journal of Organic Chemistry, 85, 4058-4066. [Google Scholar] [CrossRef] [PubMed]
|