13577-85-0Relevant articles and documents
Aminocarbonylation of aryl halides using a nickel phosphite catalytic system
Ju, Jinhun,Jeong, Miso,Moon, Jeongju,Hyun, Min Jung,Lee, Sunwoo
, p. 4615 - 4618 (2007)
(Formula Presented) The nickel and phosphite catalytic system with sodium methoxide enables a very efficient aminocarbonylation reaction to be performed between aryl iodides or bromides and N,N-dimethylformamide (DMF). Phosphite ligand 1, which is very st
Oxidative synthesis of benzamides from toluenes and DMF
Feng, Jian-Bo,Wei, Duo,Gong, Jin-Long,Qi, Xinxin,Wu, Xiao-Feng
, p. 5082 - 5084 (2014)
An interesting oxidative procedure for the synthesis of benzamides has been developed through the cleavage of sp3CH bond of methyl arenes with N-substituted formamides. Various benzamides were prepared in low to moderate yields. Even though the
A copper metal-organic framework as an efficient and recyclable catalyst for the oxidative cross-dehydrogenative coupling of phenols and formamides
Phan, Nam T.S.,Nguyen, Tung T.,Vu, Phuong H. L.
, p. 3068 - 3077 (2013)
A crystalline porous metal-organic framework Cu2(BPDC)2(BPY) (BPDC=4,4'-biphenyldicarboxylate, BPY=4,4'-bipyridine) was synthesized and characterized by several techniques including XRD, SEM, TEM, thermogravimetric analysis, FTIR, atomic absorption spectrophotometry, hydrogen temperature-programmed reduction, and nitrogen physisorption measurements. The Cu2(BPDC)2(BPY) could be employed as a heterogeneous catalyst for the copper-catalyzed cross-dehydrogenative coupling reaction of DMF with 2-substituted phenols to form organic carbamates through CH activation under oxidative conditions. The Cu2(BPDC)2(BPY) offered higher catalytic activity than common copper salts such as Cu(OAc)2, CuCl, CuCl2, CuI, and Cu(NO3)2 as well as other Cu-MOFs such as Cu3(BTC)2, Cu(BDC), and Cu(BPDC). The Cu2(BPDC)2(BPY) catalyst could be facilely separated from the reaction mixture, could be recovered and reused several times without significant degradation in catalytic activity.
N,N-Dimethylformamide solvothermal strategy: From fabrication of palladium nanoparticles supported on reduced graphene oxide nanosheets to their application in catalytic aminocarbonylation reactions
Zhang, Ying,Sun, Huaming,Zhang, Weiqiang,Gao, Ziwei,Yang, Peng,Gu, Jian
, p. 9 - 16 (2015)
A facile N,N-dimethylformamide (DMF) solvothermal strategy has been developed to fabricate palladium nanoparticles supported on reduced graphene oxide nanosheets (SRGO-Pd), which efficiently catalyze the aminocarbonylation of aryl halides. The palladium n
Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines
Yi, Jaeeun,Kim, Hyun Tae,Jaladi, Ashok Kumar,An, Duk Keun
supporting information, p. 129 - 132 (2021/11/17)
Transformation of relatively less reactive functional groups under catalyst-free conditions is an interesting aspect and requires a typical protocol. Herein, we report the synthesis of various primary, secondary, and tertiary amines through hydroboration of amides using pinacolborane under catalyst-free and solvent-free conditions. The deoxygenative hydroboration of primary and secondary amides proceeded with excellent conversions. The comparatively less reactive tertiary amides were also converted to the corresponding N,N-diamines in moderate yields under catalyst-free conditions, although alcohols were obtained as a minor product.
Palladium-Catalyzed Aminocarbonylation of Aryl Halides with N,N-Dialkylformamide Acetals
Hirata, Shuichi,Osako, Takao,Uozumi, Yasuhiro
, (2021/10/05)
We developed a protocol for the palladium-catalyzed aminocarbonylation of aryl halides using less-toxic formamide acetals as bench-stable aminocarbonyl sources under neutral conditions. Various aryl (including heteroaryl) halides reacted with N,N-dialkylformamide acetals in the presence of a catalytic amount of tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct and xantphos to give the corresponding aromatic carboxamides at 90–140 °C without any activating agents or bases in up to quantitative chemical yield. This protocol was applied to aryl bromides, aryl iodides, and trifluoromethanesulfonic acid, as well as to relatively less-reactive aryl chlorides. A wide range of functionalities on the aromatic ring of the substrates were tolerated under the aminocarbonylation conditions. The catalytic aminocarbonylation was used to prepare the insect repellent N,N-diethyl-3-methylbenzamide as well as a synthetic intermediate of the dihydrofolate reductase inhibitor triazinate.
POCl3 promoted metal-free synthesis of tertiary amides by coupling of carboxylic acids and N,N-disubstituted formamides
Bi, Xiaojing,Li, Junchen,Shi, Enxue,Li, Yu,Liu, Ying,Wang, Hongmei,Xiao, Junhua
supporting information, p. 236 - 240 (2019/04/25)
Herein we report a robust and synthetically useful catalyst-free amination methodology by the coupling of carboxylic acids and N-substituted formamides using POCl3 as a promoter. Versatile amides with a wide array of substituent groups were prepared within only 1 h in good to excellent yields. And even multi-substituted aromatic carboxylic acids could give the desired products with satisfactory results.
Nickel-catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source
Wen, Xue-Ping,Han, Yu-Ling,Chen, Jian-Xin
, p. 45107 - 45112 (2017/10/13)
The nickel-catalyzed aminocarbonylation of aryl halides using carbamoylsilane as an amide source is developed. The procedure can prepare both tertiary and secondary amides, and is applicable to various carbamoylsilanes and aryl halides containing differen
Copper-catalyzed amidation of benzoic acids using tetraalkylthiuram disulfides as amine sources
Zeng, Meng-Tian,Xu, Wan,Liu, Min,Liu, Xing,Chang, Cai-Zhu,Zhu, Hui,Dong, Zhi-Bing
supporting information, p. 1434 - 1440 (2017/08/16)
A facile method for the copper-catalyzed synthesis of N-substituted benzamides was explored. In the presence of CuBr and di-tert-butyl peroxide, various N-substituted benzamides were prepared through amidation of benzoic acid by using commercially available and cheap tetraalkylthiuram disulfides as amine sources. With this protocol, a series of 14 N-substituted benzamides were furnished in good to excellent yields. The broad substrate scope and good to excellent yield show its practical synthetic value in organic synthesis.
FeCl3 catalyzed amide compound synthesis method
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Paragraph 0050; 0051; 0052; 0053; 0054, (2018/03/28)
The invention relates to an FeCl3 catalyzed amide compound synthesis method. According to the synthesis method, carboxylic acid and N-substituted formamide are employed to synthesize an amide compound under the catalysis of FeCl3. The synthesis method provided by the invention has the characteristics of mild conditions, high reaction efficiency, and wide applicability to substrates of different functional groups. The amide compound efficiently constructed by the invention is an important skeleton of many organic molecules, drugs, proteins and bioactive molecules. The synthesis method provided by the invention provides a widely applicable preparation method for synthesis of the compounds.
