51489-12-4Relevant academic research and scientific papers
Rh-catalyzed Transient Directing Group Promoted C—H Amidation of Benzaldehydes Utilizing Dioxazolones
Wang, Xiaoyang,Song, Song,Jiao, Ning
, p. 213 - 216 (2018)
Transition-metal catalyzed C—H functionalization of benzaldehydes is of great interest in organic synthesis. Herein, we developed a transient directing group assisted amidation of benzaldehydes catalyzed by rhodium catalyst. With the employment of 10 mol% of 4-trifluoromethyl aniline, the in situ generated imine groups as the directing group efficiently enable this transformation. By using this protocol, a wide range of benzaldehydes were efficiently converted into the corresponding N-(2-formylphenyl)benzamides utilizing dioxazolones as the nitrogen source.
Cp*Co(III)-Catalyzed o-Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Group Strategy
Dwivedi, Vikas,Khan, Bhuttu,Sundararaju, Basker
supporting information, (2020/01/25)
Transition metal-catalyzed ortho-selective C(sp2)?H amidation of weakly coordinating aldehydes remains limited to precious metals such as Ir, Rh, Ru, etc. Herein, we put forward a novel report on ortho-amidation of benzaldehydes employing user-
Synthesis method of O-aminobenzaldehyde compound
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Paragraph 0039-0043, (2019/10/01)
The invention relates to a synthesis method of o-aminobenzaldehyde compounds, which takes benzaldehyde compounds as raw materials and oxazolone compounds to carry out activation reaction of benzaldehyde ortho-C-H bond to synthesize benzamide compounds und
Experimental and computational studies on H2O-promoted, Rh-catalyzed transient-ligand-free ortho-C(sp2)-H amidation of benzaldehydes with dioxazolones
Ding, Jun,Jiang, Wei,Bai, He-Yuan,Ding, Tong-Mei,Gao, Dafang,Bao, Xiaoguang,Zhang, Shu-Yu
, p. 8889 - 8892 (2018/08/17)
An efficient and convenient ligand-free, rhodium-catalyzed ortho-C(sp2)-H amidation of benzaldehydes with dioxazolones using H2O as the key promoter is described. Using this protocol, a wide range of benzaldehyde substrates were selectively amidated in good to excellent yields with broad functional group compatibility. KIE experiments revealed that the C-H bond activation was likely the rate-limiting step. In addition, computational studies indicated that the catalyst precursor interacted with water and dioxazolones to generate the active catalytic species. Notably, the practicality and efficacy of this method were illustrated by a late-stage amidation of an estrone-derived molecule and further transformations of the amidated product.
