2001-33-4Relevant articles and documents
Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source
Yan, Yiyan,Xu, Xiaohe,Jie, Xiaokang,Cheng, Jingya,Bai, Renren,Shuai, Qi,Xie, Yuanyuan
supporting information, p. 2793 - 2796 (2018/06/25)
The direct conversion of α,β-unsaturated aldehydes to corresponding nitriles promoted by Pd(OAc)2 and phthalic acid which was hydrolyzed from N-hydroxyphthalimide (NHPI) has been disclosed. Additionally, it was found that when water was used as the solvent, α,β-unsaturated amides was obtained as the main products in good to excellent yields. It was first reported that NHPI was utilized as the nitrogen source to synthesize α,β-unsaturated nitriles and amides from aldehydes. Control experiment demonstrated that aldehydes undergo a process of oximation and dehydration to form nitriles and amides.
A method of from [...] amide
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Paragraph 0138-0142, (2017/01/31)
The invention discloses a method for synthesizing amides from oxime. The method is characterized by adding oxime, water and a water-soluble iridium complex catalyst to a reaction vessel, cooling a reactant to the room temperature after the reaction mixture reacts at 80-120 DEG C for several hours, removing water through selective evaporation, and obtaining a target product through column separation. Compared with existing methods for synthesizing amides through oxime rearrangement in water through transition metal catalysis, the method has the advantages that the used catalyst is low in load and does not contain phosphine ligands severely polluting the environment, so that the reaction can be carried out in the air, without nitrogen protection; therefore the reaction meets the green chemical requirements and has an extensive development prospect.
Highly efficient synthesis of primary amides: Via aldoximes rearrangement in water under air atmosphere catalyzed by an ionic ruthenium pincer complex
Yang, Fa-Liu,Zhu, Xinju,Rao, Dun-Kang,Cao, Xiao-Niu,Li, Ke,Xu, Yan,Hao, Xin-Qi,Song, Mao-Ping
, p. 37093 - 37098 (2016/05/24)
The transformation of aldoximes to primary amides has been evaluated using pincer ruthenium complexes a-c, among which the ionic Ru catalyst a proved to be the most efficient in water under air atmosphere. A variety of (hetero)arene aldoximes proceeded smoothly to afford amides in high yields with good functional group compatibilities. Furthermore, a direct synthetic route of amides from aldehydes, hydroxylamine hydrochloride and sodium carbonate was also described with broad substrates including conjugated and aliphatic aldehydes. This protocol is operationally simple and proceeds with a low catalyst loading (0.5 mol%).
Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O) 3][OTf]2
Sun, Chunlou,Qu, Panpan,Li, Feng
, p. 988 - 996 (2014/04/03)
In the presence of the water-soluble iridium complex [Cp*Ir(H 2O)3][OTf]2, a variety of aldoximes, including aromatic, aliphatic, conjugated unsaturated and non-conjugated unsaturated, were converted into their corresponding amides in water with good to excellent yields. Further, the one-pot synthesis of amides from aldehydes, hydroxylamine hydrochloride and sodium carbonate via a tandem condensation-rearrangement reaction in water was also accomplished. Compared with the reported organometallic catalysts for the rearrangement of aldoximes to amides in water, the present catalyst exhibited some advantages such as being phosphorus ligand-free, having low catalyst loading, and operational convenience under air atmosphere. This journal is the Partner Organisations 2014.
Zinc-mediated facile synthesis of α,β-unsaturated primary amides
Feng, Sunlin,Zhang, Zhiying,Jiang, Shilei,Yu, Xiaochun
experimental part, p. 382 - 384 (2010/11/03)
A general method for the synthesis of α,β-unsaturated primary amides was achieved by an one-pot, triphenylphosphine-and zinc powder-promoted Wittig reaction of bromoacetamide and aldehydes under solvent-free conditions.
Ceric ammonium nitrate (CAN) promoted efficient solid phase synthesis of amide derivatives: A green approach
Reddy, Ch. Sanjeeva,Raghu,Nagaraj
, p. 315 - 318 (2008/09/20)
Ceric ammonium nitrate (CAN) has been found to be an efficient catalyst for the solid phase synthesis of amide derivatives of a wide range of substituted carboxylic acids and urea in excellent yields under microwave irradiation conditions. High yields are achieved even on a gram scale, while reaction times are considerably shortened. This method displays both economic and environmental advantages.
POLYMERISATION OF INDOLE. PART 2. A NEW INDOLE TRIMER
Ishii, Hisashi,Murakami, Keiko,Sakurada(nee Kawanabe), Eri,Hosoya, Katsuhiro,Murakami, Yasuoki
, p. 2377 - 2386 (2007/10/02)
Treatment of indole (1) with toluene-p-sulphonic acid in benzene provided the 2,3'-indole trimer (4), a positional isomer of the well known 3,3'-indole trimer (3).The structure of the new trimer (4) was established by comparitive studies with the trimers (3) and (4).
