Room-Temperature Direct Arylation of Anilides under External Oxidant-Free Conditions Using CO2-Derived Dimethyl Carbonate (DMC) as a ‘Green’ Solvent was written by Sahoo, Manoj K.;Rana, Jagannath;Subaramanian, Murugan;Balaraman, Ekambaram. And the article was included in ChemistrySelect in 2017.Reference of 56619-93-3 This article mentions the following:
Here, an efficient catalytic protocol for direct C-H bond arylation of anilides under base- and external oxidant-free conditions is reported. This reaction proceeds readily at room temperature using CO2-derived di-Me carbonate (DMC) as a ‘green’ solvent under visible-light dual catalysis. Later, application of this strategy for the gram-scale synthesis of Boscalid has been successfully shown. An unprecedented unsym. bis-arylation of anilides is also demonstrated under mild, redox-neutral conditions. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Reference of 56619-93-3).
N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C闂佺偨鍎茶ぐ濠囨煃閵夛箑鐤?linkages. In dimethyl ether, the bond angle is 111闁?and C闂佺偨鍎茶ぐ?distances are 141 pm. The barrier to rotation about the C闂佺偨鍎茶ぐ?bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Reference of 56619-93-3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem