In 2019,Chemistry – A European Journal included an article by Banjo, Shona; Nakasuji, Eiko; Meguro, Tatsuhiko; Sato, Takaaki; Chida, Noritaka. Category: esters-buliding-blocks. The article was titled 《Copper-Catalyzed Electrophilic Amidation of Organotrifluoroborates with Use of N-Methoxyamides》. The information in the text is summarized as follows:
An efficient method was reported for the synthesis of anilides ArNHC(O)R [Ar = Ph, 4-MeC6H4, 4-ClC6H4, etc.; R = i-Pr, c-hexyl, (CH2)3OBn, etc.] via copper-catalyzed electrophilic amidation of aryltrifluoroborates with N-methoxyamides. The reaction showed high functional group compatibility derived from two distinct features: 1) the high stability of the N-methoxyamides and 2) the nonbasic mild conditions in the presence of LiCl. The developed method could also be applied to the synthesis of enamides, which are widely distributed in natural products. Preliminary mechanistic studies suggested that the initial step was transmetalation of the aryltrifluoroborate by the assistance of LiCl, and the resulting aryl copper intermediate provided the anilide through non-SN2 oxidative addition to the N-methoxyamide and subsequent reductive elimination. In the experimental materials used by the author, we found N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Category: esters-buliding-blocks)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Category: esters-buliding-blocks
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics