In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Copper-Catalyzed ortho-Selective Dearomative C-N Coupling of Simple Phenols with O-Benzoylhydroxylamines, published in 2019-08-02, which mentions a compound: 4045-24-3, mainly applied to aminocyclohexadienone regioselective preparation; copper catalyst regioselective dearomative coupling phenol benzoylhydroxylamine; mechanism lack radical inhibition dearomative coupling phenol benzoylhydroxylamine, Application of 4045-24-3.
In the presence of Cu(OTf)2 and LiOt-Bu in THF, 2,6-disubstituted phenols such as 2,6-dimethylphenol underwent regioselective dearomative coupling reactions with secondary O-benzoylhydroxylamines such as 4-(benzoyloxy)morpholine to yield aminocyclohexadienones such as I. Lack of inhibition with radical trapping agents, lack of rearrangement with a cyclopropylated phenol, and mass spectrometric detection of intermediates in the reaction support a mechanism involving either a single-electron transfer process involving attack of an N-centered radical onto the phenol or a two-electron pathway involving addition of phenol to an electrophilic Cu(III)-amino complex via an inner-sphere process.
Although many compounds look similar to this compound(4045-24-3)Application of 4045-24-3, numerous studies have shown that this compound(SMILES:COC1CCNCC1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem