Exploiting a “Beast” in Carbenoid Chemistry: Development of a Straightforward Direct Nucleophilic Fluoromethylation Strategy was written by Parisi, Giovanna;Colella, Marco;Monticelli, Serena;Romanazzi, Giuseppe;Holzer, Wolfgang;Langer, Thierry;Degennaro, Leonardo;Pace, Vittorio;Luisi, Renzo. And the article was included in Journal of the American Chemical Society in 2017.Formula: C9H10FNO2 This article mentions the following:
The first direct and straightforward nucleophilic fluoromethylation of organic compounds is reported. The tactic employs a “fleeting” lithium fluorocarbenoid (LiCH2F) generated from com. available fluoroiodomethane. Precise reaction conditions were developed for the generation and synthetic exploitation of such a labile species. The versatility of the strategy is showcased in ca. 50 examples involving a plethora of electrophiles. Highly valuable chems. such as fluoroalcs., fluoroamines, and fluoromethylated oxygenated heterocycles could be prepared in very good yields through a single synthetic operation. The scalability of the reaction and its application to complex mol. architectures (e.g., steroids) are documented. PhSOCH2F. In the experiment, the researchers used many compounds, for example, 3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1Formula: C9H10FNO2).
3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1) 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. 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.Formula: C9H10FNO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics