5378-30-3Relevant academic research and scientific papers
Synthesis of 1,3,4-Oxadiazoles via Annulation of Hydrazides and Benzene-1,3,5-triyl Triformate under Metal-Free Conditions
Yin, Zhiping,Power, Dennis J.,Wang, Zechao,Stewart, Scott G.,Wu, Xiao-Feng
supporting information, p. 3238 - 3242 (2018/04/24)
A new and efficient method for the synthesis of 1,3,4-oxadiazoles via the annulation of hydrazides with benzene-1,3,5-triyl triformate (TFBen) under metal-free conditions is reported. A broad range of hydrazides were transformed into the corresponding 1,3
Iodine-Mediated Domino Oxidative Cyclization: One-Pot Synthesis of 1,3,4-Oxadiazoles via Oxidative Cleavage of C(sp2)-H or C(sp)-H Bond
Fan, Yuxing,He, Yongqin,Liu, Xingxing,Hu, Ting,Ma, Haojie,Yang, Xiaodong,Luo, Xinliang,Huang, Guosheng
, p. 6820 - 6825 (2016/08/16)
An I2-promoted, metal-free domino protocol for one-pot synthesis of 1,3,4-oxadiazoles has been developed via oxidative cleavage of C(sp2)-H or C(sp)-H bonds, followed by cyclization and deacylation. In this reaction, the use of K2CO3 as a base is found to be an essential factor in the cyclization and the C-C bond cleavage. This procedure proceeded smoothly in moderate to high yields with good functional group compatibility.
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
Suresh, Dhanusu,Kanagaraj, Kuppusamy,Pitchumani, Kasi
supporting information, p. 3678 - 3682 (2014/06/23)
An efficient, inexpensive method is developed for the one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles starting from acid hydrazides and trimethyl orthoformate under solvent-free, microwave conditions using a reusable Alsup
Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors
Nitta, Aiko,Fujii, Hideaki,Sakami, Satoshi,Satoh, Mikiya,Nakaki, Junko,Satoh, Shiho,Kumagai, Hiroki,Kawai, Hideki
, p. 7036 - 7040 (2013/01/15)
A series of novel 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides were investigated as dipeptidyl peptidase IV (DPP-4) inhibitors. Introduction of a 4-phenylthiazol-2-yl group showed highly potent DPP-4 inhibitory activity. Among various derivatives, (3R)-3-amino-N-(4-(4-phenylthiazol-2-yl)-tetrahydro-2H- thiopyran-4-yl)-4-(2,4,5-trifluorophenyl)butanamide 1,1-dioxide (30) reduced blood glucose excursion in an oral glucose tolerance test by oral administration.
(N-Isocyanimino)triphenylphosphorane as an Efficient reagent for the synthesis of 1,3,4-Oxadiazoles from 3-substituted benzoic acid derivatives
Ramazani, Ali,Souldozi, Ali
experimental part, p. 3191 - 3198 (2010/08/06)
The reaction of 3-substituted benzoic acid derivatives with (N-isocyanimino) triphenylphosphorane proceeds smoothly at room temperature to afford corresponding 1,3,4-oxadiazoles via an intramolecular aza-Wittig reaction in excellent yields under neutral c
Keto-1,3,4-oxadiazoles as cathepsin K inhibitors
Palmer, James T.,Hirschbein, Bernard L.,Cheung, Harry,McCarter, John,Janc, James W.,Yu, Z. Walter,Wesolowski, Gregg
, p. 2909 - 2914 (2008/09/21)
We have prepared a series of cathepsin K inhibitors bearing the keto-1,3,4-oxadiazole warhead capable of forming a hemithioketal complex with the target enzyme. By modifying binding moieties at the P1, P2, and prime side positions of the inhibitors, we have achieved selectivity over cathepsins B, L, and S, and have achieved sub-nanomolar potency against cathepsin K. This series thus represents a promising chemotype that could be used in diseases implicated by imbalances in cathepsin K activity such as osteoporosis.
