Transition-Metal-Catalyzed Transformation of Sulfonates via S-O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether was written by Chen, Xuemeng;Xiao, Xue;Sun, Haotian;Li, Yue;Cao, Haolin;Zhang, Xuemei;Yang, Shengyong;Lian, Zhong. And the article was included in Organic Letters in 2019.Application of 4783-68-0 This article mentions the following:
The catalytic conversion of sulfonates, a versatile class of pharmaceutical intermediates, is usually based on C-O bond cleavage. In this paper, however, a rare transformation of sulfonates R1SO2OR2 [R1 = 2-pyridyl, 3-methyl-2-pyridyl, 5-trifluoromethyl-2-pyridyl, etc.; R2 = Ph, 2-naphthyl, 3-quinolyl, Ph(CH2)3, 1-heptyl, 2-adamantyl, etc.] via S-O bond cleavage catalyzed by transition metal. Alkyl sulfonates underwent an intramol. desulfitative C-O coupling to form aryl alkyl ethers in the presence of a nickel catalyst, whereas aryl sulfonates performed similarly under palladium complex catalysis to give diaryl ethers. This transformation could tolerate a wide range of functionalities. Controlled experiments revealed that the 2-pyridyl group is necessary to promote the reaction as designed. Crossover experiments proved that this transformation might proceed partly in an intermol. pathway. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Application of 4783-68-0).
2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application of 4783-68-0