69856-74-2Relevant academic research and scientific papers
Transition Metal-Free Aroylation of Diarylmethanes with N-Bn-N-Boc Arylamides and N-Acylpyrroles
Yang, Fan,Zou, Dong,Chen, Shuguang,Wang, Huan,Zhao, Yichen,Zhao, Liyi,Li, Linlin,Li, Jie,Walsh, Patrick J.
supporting information, p. 3423 - 3430 (2020/07/27)
In the last 20 years, efficient transition metal catalysts for the α-arylation of enolates have been introduced. Despite the popularity and utility of these reactions, there remains room for improvement (reduced costs, elimination of transition metals and specialized ligands). Herein is reported a general, scalable and green method for aroylation of simple diarylmethane pronucleophiles through direct acyl C?N cleavage of N-Bn?N-Boc arylamides and N-acylpyrroles under transition metal-free conditions. Importantly, a 1 : 1 ratio of the amide to the pronucleophile is employed. Unlike use of Weinreb amides, this method avoids preformed organometallics (organolithium and Grignard reagents) and does not employ cryogenic temperatures, which are difficult and costly to achieve on scale. The operationally simple protocol provides straightforward access to a variety of sterically and electronically diverse 1,2,2-triarylethanones, a group of compounds with high-value in medicinal chemistry. (Figure presented.).
Selective transition metal-free aroylation of diarylmethanes with 2-acyl-imidazolium salts via acyl C–C bond cleavage
Gan, Li-She,Li, Jie,Li, Lin-Lin,Wang, Jia-Min,Yang, Fan,Zou, Dong
, (2020/11/13)
A highly chemoselective method is reported for the aroylation of simple diarylmethane derivatives via direct acyl C–C cleavage with 2-acyl-imidazolium salts under transition metal-free conditions. This represents a straightforward way to access a variety of sterically and electronically diverse 1,2,2-triarylethanones, a class of compounds with biological activities and various applications.
Preparation method of 1, 2, 2-triaryl ethanone compound
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Paragraph 0024-0027; 0028-0031; 0084-0087, (2019/12/02)
The invention discloses a preparation method of a 1, 2, 2-triaryl ethanone compound, and the preparation method is as follows: Ar1, Ar2 and Ar3 are selected from phenyl, various substituted phenyl, naphthyl and aromatic heterocyclic groups; the preparatio
1-Acyl-4-alkylidene-1,4-dihydropyridines, 7. Activation with Boron Trifluoride: Intermolecular Acyl Group Transfer and Formation of 1-(4-Pyridyl)-2-alkanones
Anders, Ernst,Will, Wolfgang,Stankowiak, Achim
, p. 3192 - 3204 (2007/10/02)
1-Acyl-4-alkylidene-1,4-dihydropyridines 5, representatives of the thermally stable enamides, can be activated by means of boron trifluoride 6, so the ketones 7 result from attack of 6 on 5 (intermolecular acyl group transfer).The mechanism of this reaction, which has not previously been observed for enamides, is strongly suggested to be as follows: 5 and 6 form first the adduct 21, which attacks 5 with formation of 27.Special examples of 5 (11 and 12) are found to be reactive enough that the ketone 7h or the sulfone 15 can be obtained from their isolable precursors (14 and 13) without Lewis-acid activation. 13 is particularly noteworthy: being the precursor of the salt 16, which is generated in situ, it serves as an extremely effective tosylating agent.Even tertiary alcohols are attackted by 16.
