35403-88-4

Usage

Uses

Used in Pharmaceutical Industry:
2-(THIEN-2-YL)-1,3,4-OXADIAZOLE is used as a key building block for the synthesis of various pharmaceuticals. Its unique molecular structure allows for the creation of new drug candidates with potential therapeutic applications, making it an essential component in the development of novel medications.
Used in Agrochemical Industry:
In the agrochemical field, 2-(THIEN-2-YL)-1,3,4-OXADIAZOLE is utilized as a chemical intermediate for the production of agrochemicals. Its presence in the molecular structure of these compounds can contribute to the effectiveness of pesticides, herbicides, and other agricultural products, enhancing their performance in crop protection and management.
Used in Organic Chemistry Research:
2-(THIEN-2-YL)-1,3,4-OXADIAZOLE is employed as a versatile intermediate in organic chemistry research. Its ability to be incorporated into a wide range of organic compounds makes it a valuable tool for scientists exploring new chemical reactions, synthesis pathways, and the development of innovative materials.

Upstream product

• 2361-27-5 2-thienylhydrazide 
• 149-73-5 trimethyl orthoformate 
• 536-74-3 phenylacetylene 
• 3437-95-4 2-Iodothiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 100-42-5 styrene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 122-51-0 orthoformic acid triethyl ester 

Relevant academic research and scientific papers

Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases

We report the metalation of the 1,3,4-oxadiazole and 1,2,4-triazole scaffolds via regioselective zincation or magnesiation using the TMP bases (TMP = 2,2,6,6-tetramethylpiperidyl) TMP2Zn·2LiCl, TMP2Zn·2MgCl2·2LiCl, TMPMgCl

Ligand-Enabled Palladium-Catalyzed Through-Space C?H Bond Activation via a Carbopalladation/1,4-Pd Migration/C?H Functionalization Sequence

We report, herein, a palladium-catalyzed cascade comprising carbopalladation, 1,4-Pd-migration and C(sp2)?C(sp2) bond formation to construct a variety of bis-heterocyclic frameworks in a single operational step. The methodology provi

Method for one-step construction of 2-(2-thienyl)-1,3,4-oxadiazole by using DMF as carbon source

The invention discloses a method for one-step construction of 2-(2-thienyl)-1,3,4-oxadiazole by using DMF (N,N-dimethylformamide) as a carbon source. According to the present invention, 2-(2-thienyl)-1,3,4-oxadiazole is subjected to one-step construction by using 2-thiophene formhydrazide as the reaction raw material and using DMF(N,N-dimethylformamide) as the carbon source; and the method has characteristics of novel synthesis method and mild reaction condition, and meets the development requirements of environmentally-friendly chemistry.

DMF as Methine Source: Copper-Catalyzed Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles

An unprecedented Cu-catalyzed direct annulation of hydrazides with N,N-dimethylformamide (DMF) was developed, providing an efficient synthesis of valuable 1,3,4-oxadiazoles. This process features the short reaction time and can be safely conducted on gram scale. The reaction also facilitated the convenient synthesis of 1,3,4-oxadiazole-2(3H)-ones. Moreover, the mechanistic studies suggest that the source of CH is from the N-methyl group of DMF. (Figure presented.).

Synthesis of 1,3,4-Oxadiazoles via Annulation of Hydrazides and Benzene-1,3,5-triyl Triformate under Metal-Free Conditions

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

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.

Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles via Oxidative C(CO)-C(Methyl) Bond Cleavage of Methyl Ketones

A new strategy for the synthesis of 1,3,4-oxadiazoles was established through direct annulation of hydrazides with methyl ketones. It was found that the use of K2CO3 as a base achieves an unexpected and highly efficient C-C bond clea

Greener and rapid access to bio-active heterocycles: one-pot solvent-free synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles

A novel one-pot solvent-free synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles by condensation of acid hydrazide and triethyl orthoalkanates under microwave irradiations is reported. This green protocol was catalyzed efficiently by solid supported NafionNR50 and phosphorus pentasulfide in alumina (P4S10/Al2O3) with excellent yields.

Keto-1,3,4-oxadiazoles as cathepsin K inhibitors

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.