32047-92-0Relevant academic research and scientific papers
Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines
Chen, Yujie,Huang, Zhibin,Jiang, Yaqiqi,Shu, Sai,Yang, Shan,Shi, Da-Qing,Zhao, Yingsheng
, p. 8226 - 8235 (2021/06/28)
Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.
Preparation method of iodobenzene para-amination compound promoted by m-chloroperoxybenzoic acid
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Paragraph 0017-0020, (2020/09/20)
The invention relates to a preparation method of an iodobenzene para-aminated compound promoted by m-chloroperoxybenzoic acid, and the method comprises the following steps: adding substituted acetanilide, iodobenzene, m-chloroperoxybenzoic acid and hexafluoroisopropanol into a reactor, putting the reactor into an oil bath pot at 40-80 DEG C, condensing, refluxing, magnetically stirring, and heating to react for 4-10 hours; pouring the obtained reaction liquid into a separating funnel, adding distilled water, extracting for three times by using an organic solvent, carrying out reduced pressuredistillation on an organic phase to obtain a crude product, and carrying out column chromatography separation and purification to obtain the iodobenzene para-aminated compound. The method is mild in reaction condition, high in selectivity, high in yield and environmentally friendly, and the synthesized aryl amide compound has certain biological activity and can be applied to the fields of medicinesynthesis, pesticide synthesis, paint and dye synthesis and the like.
Hypervalent iodine mediated para -selective fluorination of anilides
Tian, Tian,Zhong, Wen-He,Meng, Shuai,Meng, Xiang-Bao,Li, Zhong-Jun
, p. 728 - 732 (2013/02/25)
A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)2) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and the use of readily available reagents, this new procedure provides facile access to a variety of para-fluorinated anilides.
Oxidative para- Triflation of acetanilides
Pialat, Amelie,Liegault, Benoit,Taillefer, Marc
supporting information, p. 1764 - 1767 (2013/06/26)
Direct triflation of acetanilide derivatives with silver triflate has been accomplished under mild iodine(III)-mediated oxidative conditions. The reaction shows excellent regioselectivity for the para position and tolerates a range of ortho and meta substituents on the aromatic ring. This method is also compatible with the preparation of arylnonaflates in synthetically useful yields.
Aryl halide tolerated electrophilic amination of arylboronic acids with N-chloroamides catalyzed by CuCl at room temperature
He, Chuan,Chen, Chong,Cheng, Jin,Liu, Chao,Liu, Wei,Li, Qiang,Lei, Aiwen
supporting information; experimental part, p. 6414 - 6417 (2009/03/11)
(Chemical Equation Presented) N-Cl is no competition: Aryl halides were tolerated in an efficient ligandless CuCl-catalyzed electrophilic amination reaction of arylboronic acids with N-chloroamides (see scheme; Ac=acetoxy). This coupling proceeded smoothly at ambient temperature, and products were obtained with good to excellent yields.
Organic EL devices and production process thereof
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Page/Page column 17, (2008/06/13)
An organic electroluminescent device comprising a light-emitting layer between a pair of electrodes, the light-emitting layer comprising a mixture of a hole-transporting material consisting of a tertiary amine compound, an electron-transporting material and a light-emitting additive material, in which the tertiary amine compound has two or more oxidation potentials determined by a cyclic voltammetry wherein a potential difference between the first oxidation potential and the second oxidation potential in the oxidation potentials is 0.22V or more, and a glass transition temperature of at least 100° C., and the electron-transporting material has a glass transition temperature of at least 100° C.
Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate)
Itoh, Naoki,Sakamoto, Takeshi,Miyazawa, Etsuko,Kikugawa, Yasuo
, p. 7424 - 7428 (2007/10/03)
The reaction of anilides with phenyliodine(III) bis(trifluoroacetate) (PIFA) in trifluoroacetic acid (TFA), TFA-CHCl3, or hexafluoroisopropyl alcohol (HFIP) is described. When the acyl group of the anilide is highly electronegative, such as trifluoroacetyl, or the phenyl group is substituted with an electron-withdrawing group, the 4-iodophenyl group is transferred from PIFA to the amide nitrogen to afford acetyldiarylamines. On the other hand, when the acyl group contains an electron-donating function, such as 4-methoxyphenyl, or the phenyl group is substituted with an electron-donating group, a trifluoroacetoxy group is transferred to the para position of the anilide aromatic ring. This group is hydrolyzed during workup to produce the corresponding phenol.
