59411-15-3Relevant academic research and scientific papers
Substituent Effect in the Synthesis of α,α-Dibromoketones, 1,2-Dibromalkenes, and 1,2-Diketones from the Reaction of Alkynes and Dibromoisocyanuric Acid
Cho, Eunjeong,Jayaraman, Aravindan,Lee, Junseong,Ko, Kyoung Chul,Lee, Sunwoo
, p. 1846 - 1858 (2019/03/07)
Internal alkynes reacted with dibromoisocyanuric acid/H2O to afford α,α-dibromoketone and 1,2-diketone derivatives. Diarylalkynes with activating groups provided 1,2-diketone derivatives as the major products, whereas diarylalkynes with a non-activating group or alkylarylalkynes gave α,α-dibromoketone derivatives as the major products. In addition, diarylalkynes with deactivating groups provided 1,2-dibromoalkenes. The reaction was conducted at room temperature and showed good yields in most cases. Reaction pathways have been proposed on the basis of experimental observations and density functional theory (DFT) calculations. (Figure presented.).
Syntheses, crystal structures and photocatalytic properties of transition metal complexes based on 9,10-anthraquinone-1,3-dicarboxylate
Ye, Cai-Ping,Ling, Rong,Yang, Lin-Feng,Zhang, Qi,Han, Jie,Chen, Xu-Dong
, p. 475 - 482 (2019/06/17)
Five transition metal complexes based on the?ligand 9,10-anthraquinone-1,3-dicarboxylate acid (1,3-H2AQDC) have been synthesized and characterized by physico-chemical and spectroscopic methods. Single-crystal analyses show that the?complexes {M
1,2-diaryl ethylenediamine compound preparation method
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Paragraph 0050; 0051, (2017/02/28)
The invention discloses a 1,2-diaryl ethylenediamine compound preparation method, which comprises: (1) under the catalysis of B(C6F5)3, by adopting H2 as a reduction agent, carrying out a reduction reaction on a compound represented by a formula II to obtain a compound (1,2-diaryl ethylenediamine compound) represented by a formula I, wherein Ar1 and Ar2 in the formulas I and II are phenyl or substituted phenyl, the substituting position of the substituting group is any one or any two selected from ortho, meta and para in the substituted phenyl, and the substituting group is methyl, methoxy, fluorine atom or bromine atom. According to the present invention, B(C6F5)3 is adopted as the catalyst and the 1,2-diaryldiimine is adopted as the substrate to synthesize the 1,2-diaryl ethylenediamine compound in the high-yield and high-diastereoselectivity (dr is more than 99:1) manner; and the method has characteristics of easily available raw materials, mild reaction conditions, high reaction activity, wide substrate application range, and great industrial potential.
Synthesis of 1,2-Diketones via a Metal-Free, Visible-Light-Induced Aerobic Photooxidation of Alkynes
Liu, Xu,Cong, Tiantian,Liu, Ping,Sun, Peipei
, p. 7256 - 7261 (2016/08/30)
1,2-Diketones were synthesized by the oxidation of corresponding alkynes using air as the oxidant under metal-free conditions upon irradiation of blue light. A cheap and readily available organic dye, eosin Y, was used as the photocatalyst. For various substituents on the aryl ring, the reaction proceeded smoothly to give the dicarbonylation products in moderate to good yields. Some oxidation-sensitive groups, such as formyl and the carbon-carbon double bond, were tolerated under the developed reaction conditions.
Aminocatalytic cross-coupling approach via iminium ions to different C-C bonds
Mupparapu, Nagaraju,Battini, Narsaiah,Battula, Satyanarayana,Khan, Shahnawaz,Vishwakarma, Ram A.,Ahmed, Qazi Naveed
supporting information, p. 2954 - 2960 (2015/02/05)
Given the attractive ability of iminium ions to functionalize molecules directly at ostensibly unreactive positions, the reactivity of iminium ions, in which an α CH2 group is replaced by C=O was explored. Background studies on the ability of such iminium cations to promote reactions via an iminium-catalyzed or iminium-equivalent pathway are apparently unavailable. Previously, tandem cross-coupling reactions were reported, in which an iminium ion undergoes nucleophilic 1,2-addition to give a putative three-component intermediate that abstracts a proton in situ and undergoes self-deamination followed by unprecedented DMSO/ aerobic oxidation to generate a-ketoamides. However, later it was observed that iminium ions can generate valuable α-ketoamides through simple aerobic oxidation. In all reactions, iminium ions were generated in situ by reaction of 2-oxoaldehydes with secondary amines.
Efficient synthetic route to bisaryl ketones via copper-catalyzed C-C triple bonds cleavage
Li, Xiangguang,Huang, Wenzhong,Liang, Deqiang,Yuan, Lin,Ma, Yinhai,Gu, Lijun
, p. 1045 - 1049 (2015/01/30)
An efficient copper-catalyzed aerobic synthesis of bisaryl ketones from 1,2-diarylalkynes via C-C triple bonds cleavage has been demonstrated. The aniline compounds were found to be crucial in our conditions and a plausible mechanism was put forward. This reaction constitutes a new transformation from 1,2-diarylalkynes into bisaryl ketones with a practical, neutral, and mild synthetic approach.
A Facile One-Pot Synthesis of Vicinal Di- and Triketones from α-Methylene Ketones by NBS-DMSO Oxidation
Tatsugi, Jiro,Izawa, Yasuji
, p. 2747 - 2763 (2007/10/02)
The reaction of 1,2-diarylethanones (1a-u) with N-bromosuccinimide in anhydrous dimethyl sulphoxide afforded diarylethanediones (2a-u) in excellent yields.Under similar conditions, 1-phenyl-2-butanone (3) gave 1-phenyl-1,2-butanedione (4) in fair yield in addition to a small amount of 1-phenyl-3-methylthio-1,2-butanedione (5) and 1-phenyl-1-methylthio-2-butanone (6). 4-Phenyl-2-butanone (7), 1,3-diphenyl-2-propanone (9), and 1,3-diphenyl-1,3-propanedione (10) gave the corresponding triketones monohydrate (8) and (11). 1-Indanone (12), 2-indanone (13), and 1,3-indandione (14) gave ninhydrin (15) in good yields.In the case of 3-phenyl-1-indanone (16), 3-phenyl-2-bromo-1-indanone (17), 3-phenyl-2-bromo-1-indenone (18) and 3-phenyl-1-indenone (19) were obtained. 1-Phenyl-1-propanone (20) and 1-phenyl-1-butanone (22) gave the corresponding α-(methylthio)ketones (21) and (22). 1,3,3-Triphenylpropanone (24a) and 1-phenyl-3-methyl-1-butanone (24b) yielded only the corresponding α-bromoketones (25a,b) in good yields.These α-bromoketones, however, afforded the corresponding α-diketones (26a,b) in moderate yields when α-bromoketones reacted with dimethyl sulphoxide in the presence of AgBF4.
