10254-12-3Relevant academic research and scientific papers
Method for synthesizing amide compound by taking nitrile and diaryl methane as raw materials
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Paragraph 0030-0032; 0041-0043; 0091-0093, (2022/01/20)
The invention discloses a method for synthesizing an amide compound by taking nitrile and diaryl methane as raw materials, the method comprises the following steps: taking diaryl methane as a reaction raw material, nitrile as a raw material and a solvent, 2, 3-dichloro-5, 6-dinitrile group-1, 4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) as catalysts, acid as an auxiliary agent and oxygen as an oxidizing agent, reacting under the conditions of normal temperature, normal pressure and blue light irradiation, and after the reaction is finished, carrying out separation treatment to obtain the amide compound. According to the method, the problem of metal residues in the product can be solved, oxygen is used as a terminal oxidizing agent, the method is environmentally friendly, and energy can be saved.
Interweaving Visible-Light and Iron Catalysis for Nitrene Formation and Transformation with Dioxazolones
Tang, Jing-Jing,Yu, Xiaoqiang,Wang, Yi,Yamamoto, Yoshinori,Bao, Ming
, p. 16426 - 16435 (2021/05/13)
Herein, visible-light-driven iron-catalyzed nitrene transfer reactions with dioxazolones for intermolecular C(sp3)-N, N=S, and N=P bond formation are described. These reactions occur with exogenous-ligand-free process and feature satisfactory to excellent yields (up to 99 %), an ample substrate scope (109 examples) under mild reaction conditions. In contrast to intramolecular C?H amidations strategies, an intermolecular regioselective C?H amidation via visible-light-induced nitrene transfer reactions is devised. Mechanistic studies indicate that the reaction proceeds via a radical pathway. Computational studies show that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding iron species to quartet spin state via visible-light irradiation.
Preparation method of photocatalytic N-alkylamide compound
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Paragraph 0053-0059, (2021/04/17)
The invention belongs to the technical field of organic synthesis, and provides a preparation method of an N-alkylamide compound. According to the method, a dioxazolone compound and an alkane derivative are used as raw materials, a manganese catalyst and an additive react for 12-24 hours in an organic solvent under a mild condition under photocatalysis, and the product is converted into an N-alkylamide compound. The method has the beneficial effects that the raw materials are cheap and easy to obtain, the conditions are mild, the method is environment-friendly, the possibility of industrialization is realized, and the yield of the N-alkylamide compound is high; the N-alkylamide compound can be further functionalized to obtain various compounds, and is applied to development and research of natural products, functional materials and fine chemicals.
Innovative approach for the synthesis of N-substituted amides from nitriles and alcohols using propylphosphonic anhydride (T3P) under solvent-free conditions
Chaithra, Nagaraju,Mantelingu, Kempegowda,Rangappa, Kanchugarakoppal S.,Rangappa, Shobith,Sandhya, Nagarakere C.,Swarup, Hassan A.
, p. 2106 - 2116 (2020/03/13)
Novel and convenient methodology for the construction of N-substituted amide derivatives have been developed from nitriles and alcohols using propylphosphonic anhydride (T3P). This methodology is an alternate approach to the synthesis of amides via Ritter reaction, which is one of the classical methods for the synthesis of N-substituted amides from nitriles and alcohols. In this approach, first T3P activates the alcohol which is then attacked by nitrile to form N-substituted amides. This methodology can also apply for the synthesis of benzhydryl ether. This developed protocol is one of the novel applications of T3P.
Manganese(III) acetate catalyzed oxidative amination of benzylic C(sp3)-H bonds with nitriles
Zhang, Yaxing,Dong, Jianyu,Liu, Lixin,Liu, Long,Zhou, Yongbo,Yin, Shuang-Feng
supporting information, p. 2897 - 2901 (2017/04/11)
Mn-Catalyzed oxidative amination of benzylic C(sp3)-H bonds with nitriles is disclosed, which enables the synthesis of a broad range of secondary amides in moderate to excellent yields under mild conditions. The interaction between Mn(iii) and DDQ facilitates the oxidation and makes it highly efficient and selective.
Selective catalytic Hofmann: N -alkylation of poor nucleophilic amines and amides with catalytic amounts of alkyl halides
Xu, Qing,Xie, Huamei,Zhang, Er-Lei,Ma, Xiantao,Chen, Jianhui,Yu, Xiao-Chun,Li, Huan
supporting information, p. 3940 - 3944 (2016/07/21)
Using only catalytic amounts of alkyl halides in the reactions of poor nucleophilic amines/amides and alcohols led to a selective Hofmann N-alkylation reaction catalytic in alkyl halides, providing a practical and efficient method for the practical synthesis of mono- or di-alkylated amines/amides in high selectivities. This new method avoids the use of large amounts of bases, alkyl halides, and solvents, and generates water as the only byproduct. Preliminary mechanistic studies showed that alkyl halides are key intermediates/catalysts regeneratable in the reaction cycle.
Peroxidation of C-H bonds adjacent to an amide nitrogen atom under mild conditions
Yu, Hui,Shen, Jie
, p. 3204 - 3207 (2014/07/08)
Under mild conditions, the oxidative functionalization of C-H bonds adjacent to an amide nitrogen atom was achieved. tert-Butylperoxyamido acetal was obtained in high yields and could be further converted into α-substituted amides by treatment with Grigna
o-Benzenedisulfonimide as a reusable Bronsted acid catalyst for Ritter-type reactions
Barbero, Margherita,Bazzi, Stefano,Cadamuro, Silvano,Dughera, Stefano
experimental part, p. 430 - 436 (2009/07/19)
Reactions between various benzyl alcohols or tert-butyl alcohol and nitriles were carried out in the presence of catalytic amounts (usually 10-20 mol-%) of o-benzenedisulfonimide as a Bronsted acid catalyst; the reaction conditions were mild and the yields of amides were good. The catalyst was easily recovered and purified, ready to be used in further reactions, with economic and ecological advantages. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.
Polyvinylpolypyrrolidone-supported boron trifluoride: A high-loaded, polymer-supported Lewis acid for the Ritter reaction
Lakouraj, Moslem Mansour,Mokhtary, Masoud
experimental part, p. 53 - 56 (2010/03/30)
A Mild and efficient method for preparing amides by reaction of nitriles with benzhydrol and tertiary alcohols is described using polyvinylpolypyrrolidone-supported boron trifluoride. Selective amidation of benzhydrol in the presence of primary benzyl alcohols was also achieved.
