Halogen-Lithium Exchange of Sensitive (Hetero)aromatic Halides under Barbier Conditions in a Continuous Flow Set-Up was written by Weidmann, Niels;Nishimura, Rodolfo H. V.;Harenberg, Johannes H.;Knochel, Paul. And the article was included in Synthesis in 2021.Application of 116332-61-7 This article mentions the following:
A halogen-lithium exchange reaction of (hetero)aromatic halides performed in the presence of various electrophiles such as aldehydes, ketones, Weinreb amides, and imines using BuLi as exchange reagent and a com. available flow set-up was reported. The organolithiums generated in-situ were instantaneously trapped with various electrophiles (Barbier conditions) resulted in the formation of polyfunctional (hetero)arenes. This method enabled the functionalization of (hetero)arenes containing highly sensitive functional groups such as esters, which were not tolerated in batch conditions. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Application of 116332-61-7).
N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Application of 116332-61-7
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics