Iminyl radical-triggered relay annulation for the construction of bridged aza-tetracycles bearing four contiguous stereogenic centers was written by Jiang, Kun;Li, Shi-Jun;Liu, Qing-Peng;Yu, Ning;Li, Yu-Lin;Zhou, Yu-Qiang;He, Kui-Cheng;Lin, Jing;Zheng, Ting-Yu;Lang, Jian;Lan, Yu;Wei, Ye. And the article was included in Chemical Science in 2022.Electric Literature of C10H10F3NO2 This article mentions the following:
An unprecedented, iminyl radical-triggered relay annulation from oxime-derived peresters and azadienes, which showed good substrate scope and functional group compatibility, and could deliver various bridged I [X = CH2, O; R1 = Ph, 4-methylphenyl, 4-methoxyphenyl, etc.] and II [R2 = Ph, 3-methylphenyl, 4-methoxyphenyl; R3 = propan-2-yl, Bu, hexan-2-yl, etc.] with complex mol. topol. and four contiguous stereogenic centers (dr > 19 : 1) in a single operation. This transformation represented the first example of trifunctionalization of iminyl radicals through simultaneous formation of one C-N and two C-C bonds. DFT calculation studies were conducted to obtain an in-depth insight into the reaction pathways, which revealed that the reactions involved an interesting 1,6-hydrogen atom transfer process. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7Electric Literature of C10H10F3NO2).
N-Methoxy-N-methyl-4-(trifluoromethyl)benzamide (cas: 116332-61-7) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Electric Literature of C10H10F3NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics