23767-53-5

Upstream product

• 110-89-4 piperidine 
• 41125-75-1 5-(4-methoxy)phenyl-1,3,4-oxadiazol-2(3H)-one 
• 1323158-95-7 C₁₄H₁₉N₃O₂ 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 94-30-4 ethyl 4-methoxybenzoate 
• 829-35-6 2-(4-methoxyphenyl)-1,3,4-oxadiazole 
• 1323158-95-7 4-methoxy-N'-(piperidin-1-ylmethylidene)benzohydrazide 
• 23766-26-9 5?(4?methoxyphenyl)?1,3,4?oxadiazole?2?thiol 
• 23767-33-1 2-(4-methoxy-phenyl)-5-methylsulfanyl-[1,3,4]oxadiazole 
• 23767-34-2 2-(p-methoxyphenyl)-5-(methanesulfonyl)-1,3,4-oxadiazole 

Relevant academic research and scientific papers

A metal-free route to 2-aminooxazoles by taking advantage of the unique ring opening of benzoxazoles and oxadiazoles with secondary amines

Toss an amine into the ring: A new metal-free protocol for the amination of oxazoles has been developed by using iodobenzene diacetate to couple various oxazoles with amines (see scheme). The reaction proceeds through a ring-opening and subsequent ring-closing pathway. The optimal conditions are very mild and the substrate scope is broad, producing a range of 2-aminooxazoles, an important pharmacophore with high bioactivity. Copyright

Amination of benzoxazoles and 1,3,4-oxadiazoles using 2,2,6,6- tetramethylpiperidine-N-oxoammonium tetrafluoroborate as an organic oxidant

No transition metals are necessary to convert benzoxazoles and 1,3,4-oxadiazoles into the corresponding pharmacologically interesting 2-aminated heterocycles by formal direct C(2)-amination using tetramethylpiperidine-N-oxoammonium tetrafluoroborate (TEMPO+BF 4-) as an oxidant (see scheme; TEMP=2,2,6,6- tetramethylpiperidine; TfOH=trifluoromethanesulfonic acid).

Efficient phosphonium-mediated synthesis of 2-amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SnAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,