23767-49-9

Upstream product

• 110-91-8 morpholine 
• 1199-02-6 5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 1323158-99-1 N'-(morpholin-4-ylmethylidene)benzohydrazide 
• 613-94-5 benzoic acid hydrazide 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 1323158-99-1 C₁₂H₁₅N₃O₂ 
• 23328-69-0 4-chloromorpholine 
• 10465-97-1 N-benzoyl-N'-ethoxycarbonyl hydrazine 
• 1483-31-4 2-chloro-5-phenyl-1,3,4-oxadiazole 

Relevant academic research and scientific papers

CuII/H-USY as a regenerable bifunctional catalyst for the additive-free C-H amination of azoles

A copper-exchanged H-USY zeolite catalyst was developed for the direct C-H amination of azoles with secondary amines in HFIP. The reaction was performed under air without any external additive. The Cu/H-USY catalyst could be regenerated for further re-use without significant decrease in activity.

Catalyst- and Reagent-Free Electrochemical Azole C?H Amination

Catalyst- and chemical oxidant-free electrochemical azole C?H aminations were accomplished via cross-dehydrogenative C?H/N?H functionalization. The catalyst-free electrochemical C?H amination proved feasible on azoles with high levels of efficacy and selectivity, avoiding the use of stoichiometric oxidants under ambient conditions. Likewise, the C(sp3)?H nitrogenation proved viable under otherwise identical conditions. The dehydrogenative C?H amination featured ample scope, including cyclic and acyclic aliphatic amines as well as anilines, and employed sustainable electricity as the sole oxidant.

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).

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

A new entry of amination reagents for heteroaromatic C-H bonds: Copper-catalyzed direct amination of azoles with chloroamines at room temperature

Chloroamine serves as an efficient amination reagent to the heteroaromatic C-H bond of azole under copper catalysis even at room temperature. This catalysis enables a rapid and concise construction of aminoazoles of great interest in biological and medicinal chemistry.

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,