On August 31, 2021, Bao, Can-Can; Luo, Yan-Long; Du, Hui-Zhen; Guan, Bing-Tao published an article.SDS of cas: 578-58-5 The title of the article was Benzylic aroylation of toluenes with unactivated tertiary benzamides promoted by directed ortho-lithiation. And the article contained the following:
The deprotonative functionalization of toluenes, for their weak acidity, generally needed strong bases, thus led to the requirement of harsh conditions and the generation of byproducts. Direct nucleophilic acyl substitution reaction of amides with organometallic reagents could provide an ideal solution for ketone synthesis. However, the inert amides and highly reactive organometallic reagents brought great challenges for an efficient and selective synthetic approach. Herein, an lithium diisopropylamide (LDA)-promoted benzylic aroylation of toluenes with unactivated tertiary benzamides, providing a direct and efficient synthesis of various aryl benzyl ketones ArC(O)CH2Ar1 [Ar = Ph, 3,4-di-MeOC6H3, 2-naphthyl, etc.; Ar1 = Ph, 4-MeOC6H4, 3,5-di-MeC6H3, etc.] was reported. This process featured a kinetic deprotonative functionalization of toluenes with a readily available base LDA. Mechanism studies revealed that the directed ortho-lithiation of the tertiary benzamide with LDA promoted the benzylic kinetic deprotonation of toluene and triggered the nucleophilic acyl substitution reaction with the amide. The experimental process involved the reaction of 2-Methylanisole(cas: 578-58-5).SDS of cas: 578-58-5
The Article related to aryl arylethanone preparation, toluene tertiary arylamide benzylic aroylation ortho lithiation catalyst lda, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Ketones and Derivatives, Including Quinones and Sulfur Analogs and other aspects.SDS of cas: 578-58-5
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem