Rhodium(III)-Catalyzed ortho-Arylation of Anilides with Aryl Halides was written by Haridharan, Radhakrishnan;Muralirajan, Krishnamoorthy;Cheng, Chien-Hong. And the article was included in Advanced Synthesis & Catalysis in 2015.Electric Literature of C12H17NO2 This article mentions the following:
An efficient o-arylation of pivalamides by aryl iodides via rhodium(III)-catalyzed C-H activation is demonstrated for the first time. Further, the biaryl products I [R1 = H, 4-Me, 4-Cl, etc; R2 = H, 4-Me, 4-Br, etc; R3 = tert-Bu, Et, OMe, etc.] can be converted effectively into biol. active phenanthridine and phenanthridinone derivative In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Electric Literature of C12H17NO2).
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. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Electric Literature of C12H17NO2
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem