Cross-Coupling of Secondary Amides with Tertiary Amides: The Use of Tertiary Amides as Surrogates of Alkyl Carbanions for Ketone Synthesis was written by Wang, Shu-Ren;Huang, Pei-Qiang. And the article was included in Chinese Journal of Chemistry in 2019.Computed Properties of C11H13NO2 This article mentions the following:
Herein, we reported the cross-coupling of secondary amides with tertiary amides, which provided a synthesis of ketones R1C(O)R2 [R1 = Et, 2-thienyl, Ph, etc.; R2 = i-Pr, i-Bu, cyclohexyl, etc.] under mild conditions and features the use of tertiary amides as surrogates of alkyl carbanions. The method relied on the coupling of enamines, generated from tertiary amides by catalytic partial reduction of tertiary amides with Vaska’s catalyst, with nitrilium ions, formed in-situ from secondary amides via activation with trifluoromethanesulfonic anhydride and on the subsequent deformylation. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Computed Properties of C11H13NO2).
4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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 are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Computed Properties of C11H13NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics