Hess, Andreas; Prohaska, Jan P.; Doerrich, Sabrina B.; Trauner, Florian; Lutter, Ferdinand H.; Lemaire, Sebastien; Wagschal, Simon; Karaghiosoff, Konstantin; Knochel, Paul published an article in 2021. The article was titled 《Directed regioselective ortho,ortho’-magnesiations of aromatics and heterocycles using sBu2Mg in toluene》, and you may find the article in Chemical Science.Synthetic Route of C4H9NO2 The information in the text is summarized as follows:
The development of a toluene-soluble dialkylmagnesium base sec-Bu2Mg was reported. This new reagent allows mild and regioselective ortho-magnesiations of various N-arylated pyrazoles as well as arenes bearing oxazolines, phosphorodiamidate or amide directing groups e.g., I. The resulting diarylmagnesium reagents e.g., II were further functionalized either by Pd-catalyzed arylation or by trapping reactions with a broad range of electrophiles e.g., allyl bromide. Furthermore, several double ortho,ortho;-magnesiations were realized in the case of aryl oxazolines, N-aryl pyrazoles as well as 2-aryl-2H-1,2,3-triazoles e.g., IIIby simply repeating the magnesiation/electrophile trapping sequence allowing the preparation of valuable 1,2,3-functionalized arenes e.g., IV. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methylacetamide(cas: 78191-00-1Synthetic Route of C4H9NO2)
N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Synthetic Route of C4H9NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics