Mild, rapid and efficient metal-free synthesis of 2-aryl-4-aryloxyquinolines via direct C2sp-O bond formation by using diaryliodonium salts was written by Nahide, Pradip D.;Solorio-Alvarado, Cesar R.. And the article was included in Tetrahedron Letters in 2017.Product Details of 2670-38-4 This article mentions the following:
An efficient ligand- and transition metal-free procedure for the direct C2sp-O bond formation for the arylation of 2-aryl-4-quinolones I (R = 3,5-difluorophenyl, benzo[d][1,3]dioxol-5-yl, 4-chlorophenyl, etc.) was developed. The synthesis of the starting quinolones I was carried out under our optimized Cu-catalyzed C-N bond formation conditions between 2′-bromoacetophenone and benzamide derivatives RC(O)NH2 followed by cyclization. Easily prepared diaryliodonium salts C6H5I(X)(C6H4R1) (R1 = 4-NO2, 4-CF3, 2-Br; X = OTf, NO3) were used as aryl source. Highly functionalized 4-aryloxyquinolines II were obtained in a mild and operationally simple protocol, which involves conventional heating and short periods of time. The method shows good to excellent yields and broad toleration of functional groups like fluorine or trifluoromethyl, which are important in medicinal chem. The C2sp-O bond formation process herein described for the quinolone functionalization offers an excellent non-toxic alternative to the transition metal-catalyzed reactions that not only can potentially contaminate the final compounds but also can be environmental pollutants. In the experiment, the researchers used many compounds, for example, 3,4-Dichlorobenzamide (cas: 2670-38-4Product Details of 2670-38-4).
3,4-Dichlorobenzamide (cas: 2670-38-4) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Product Details of 2670-38-4
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics