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 Catalyst-controlled regioselective nitrosocarbonyl aldol reaction of deconjugated butenolides, published in 2020-02-21, which mentions a compound: 591-12-8, mainly applied to heterofunctionalized butenolide regioselective preparation; deconjugated butenolide nitrosocarbonyl aldol, Related Products of 591-12-8.
An unprecedented regiodivergent nitrosocarbonyl aldol reaction of γ-substituted deconjugated butenolides was described. While Lewis base catalyst quinidine leveraged O-selective nitrosocarbonyl aldol reaction exclusively at the γ-position of deconjugated butenolides to produce γ-substituted-butenolides I [R = Me, n-Pr, PhCH2, etc.; R1 = t-BuO, OCH2CH=CH2, PhCH2O, 4-MeC6H4, etc.], Lewis acid catalyst Cu(OTf)2 steered the competitive N-selective nitrosocarbonyl aldol reaction at the β-position, resulting in hetero-β,γ-difunctionalized-butenolides II [R2 = Me, Ph, 4-MeC6H4CH2, PhCH2; R3 = t-Bu, PhCH2, 1-naphthyl, etc.]. Both processes were amenable to a broad range of substrates and scalable, while the latter one represented a rare example of one-pot hetero-β,γ-difunctionalization of butenolide scaffolds.
There is still a lot of research devoted to this compound(SMILES：O=C1OC(C)=CC1)Related Products of 591-12-8, and with the development of science, more effects of this compound(591-12-8) can be discovered.
Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia