Gu, Yuanyun; Zhang, Zhen; Wang, Yan-En; Dai, Ziteng; Yuan, Yaqi; Xiong, Dan; Li, Jie; Walsh, Patrick J.; Mao, Jianyou published an article in 2022. The article was titled 《Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)2/Cs+ System》, and you may find the article in Journal of Organic Chemistry.Electric Literature of C8H7FO2 The information in the text is summarized as follows:
Chemoselective deprotonative functionalization of benzylic C-H bonds is challenging, because the arene ring contains multiple aromatic C(sp2)-H bonds, which can be competitively deprotonated and lead to selectivity issues. Recently it was found that bimetallic [MN(SiMe3)2 M = Li, Na]/Cs+ combinations exhibit excellent benzylic selectivity. Herein, is reported the first deprotonative addition of toluenes to Weinreb amides mediated by LiN(SiMe3)2/CsF for the synthesis of a diverse array of 2-arylacetophenones. Surprisingly, simple Me benzoates also react with toluenes under similar conditions to form 2-arylacetophenones without double addition to give tertiary alc. products. This finding greatly increases the practicality and impact of this chem. Some challenging substrates with respect to benzylic deprotonations, such as fluoro and methoxy substituted toluenes, are selectively transformed to 2-aryl acetophenones. The value of benzylic deprotonation of 3-fluorotoluene is demonstrated by the synthesis of a key intermediate in the preparation of Polmacoxib. After reading the article, we found that the author used Methyl 4-fluorobenzoate(cas: 403-33-8Electric Literature of C8H7FO2)
Methyl 4-fluorobenzoate(cas: 403-33-8) is an organic fluorinated building block used for the synthesis of various pharmaceutical compounds. It can be used for the preparation of Blonanserin.Electric Literature of C8H7FO2
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Ester – Wikipedia,
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