4746-80-9Relevant articles and documents
Rediscovering the double friedel-crafts acylation: An expedient entry to phenanthrene-9,10-diones
Crosta, Nicoletta,Müller, Sebastian,Gradl, Dietmar,Masters, Kye-Simeon,Br?se, Stefan
, p. 951 - 954 (2013)
The double Friedel-Crafts acylation of readily accessible biaryls with oxalyl chloride delivers the respective phenanthrene-9,10-diones, providing an alternative to the traditional methods, which require harsh oxidizing conditions and multistep sequences.
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.).
Covalent organic frameworks: A platform for the experimental establishment of the influence of intermolecular distance on phosphorescence
Wang, Shan,Ma, Li,Wang, Qianyou,Shao, Pengpeng,Ma, Dou,Yuan, Shuai,Lei, Peng,Li, Pengfei,Feng, Xiao,Wang, Bo
supporting information, p. 5369 - 5374 (2018/05/30)
We report herein a two-dimensional (2D) COF (BZL-COF) based on an representative crystallization-induced phosphorescence (CIP) organic phosphor, benzil, for phosphorescence study. In BZL-COF, the CIP building blocks are arranged in an eclipsed fashion sim
Solvent-Free Condensation Reactions to Synthesize Five-Membered Heterocycles Containing the Sulfamide Fragment
Arroyo, Nelson Rodríguez,Rozas, María F.,Vázquez, Patricia,Romanelli, Gustavo P.,Mirífico, María V.
, p. 1344 - 1352 (2016/05/02)
We report a study of the solvent-free condensation reaction of 1,2-dicarbonyl compounds with sulfamide catalyzed by a Keggin-type acid (H3PMo12O40·nH2O, MPA) to obtain 3,4-disubstituted 1,2,5-thiadiazole 1,1-dioxide derivatives. Some reactions were also performed in solution or using nano-sized silica-supported MPA catalyst in order to compare the results under different experimental conditions. Effects of the temperature used for the thermal pretreatment of the catalyst, the reaction temperature, the molar ratios sulfamide/1,2-dicarbonyl compound and MPA/1,2-dicarbonyl compound, and alternative experimental procedures on the yield of the reaction product were investigated. Under suitable experimental conditions eight compounds were obtained in good yields. The catalyst was recycled and reused, but with some loss of its catalytic activity. The presented synthetic method is a simple, clean, and environmentally friendly alternative for synthesizing different 1,2,5-thiadiazole 1,1-dioxide derivatives.
Copper-catalyzed direct synthesis of diaryl 1,2-diketones from Aryl iodides and propiolic acids
Min, Hongkeun,Palani, Thiruvengadam,Park, Kyungho,Hwang, Jinil,Lee, Sunwoo
, p. 6279 - 6285 (2014/07/21)
Benzil derivatives such as diaryl 1,2-diketones are synthesized via the direct decarboxylative coupling reaction of aryl propiolic acids and their oxidation. The optimized conditions are that the reaction of aryl propiolic acids and aryl iodides is conducted at 140°C for 6 h in the presence of 10 mol % CuI/Cu(OTf)2 and Cs2CO3, after which HI (aq) is added and further reacted. The method shows good functional group tolerance toward ester, aldehyde, cyano, and nitro groups. In addition, symmetrical diaryl 1,2-diketones are obtained from aryl iodides and propiolic acid in the presence of palladium and copper catalysts.
Synthesis of ferrocene derivatives with planar chirality via palladium-catalyzed enantioselective C-H bond activation
Pi, Chao,Cui, Xiuling,Liu, Xiuyan,Guo, Mengxing,Zhang, Hanyu,Wu, Yangjie
, p. 5164 - 5167 (2014/12/11)
The first catalytic and enantioselective C-H direct acylation of ferrocene derivatives has been developed. A series of 2-acyl-1-dimethylaminomethylferrocenes with planar chirality were provided under highly efficient and concise one-pot conditions with up to 85% yield and 98% ee. The products obtained could be easily converted to various chiral ligands via diverse transformations.
Microwave-assisted Suzuki coupling on a KF-alumina surface: Synthesis of polyaryls
Basu, Basudeb,Das, Pralay,Bhuiyan, Md. Mosharef H.,Jha, Satadru
, p. 3817 - 3820 (2007/10/03)
A range of conjugated polyaryls has been synthesized through one-pot microwave assisted palladium-catalyzed consecutive Suzuki coupling reactions on a KF-alumina surface with notable features including rapid reaction times, solvent-free conditions, high yields, atom economic and air-insensitive reactions.
DI(ACYLOXY)IODOARENES IN ORGANIC SYNTHESIS. III. REACTION OF DIARYLACETYLENES WITH BIS(TRIFLUOROACETOXY)IODOBENZENE
Vasil'eva, V. P.,Khalfina, I. L.,Karpitskaya, L. G.,Merkushev, E. B.
, p. 1967 - 1969 (2007/10/02)
Bis(trifluoroacetoxy)iodobenzene in chloroform oxidizes diarylacetylenes containing electron-donating and not very strong electron-withdrawing substituents to the corresponding benzils with high yields.The reaction probably takes place through the intermediate formation of vinyl- and alkyliodonium salts.Benzoin is oxidized to benzil.
Oxygenation of Dimethylsulfoxide and Copper-Catalyzed Autoxidation of Substituted Benzoins
Gampp, Harald,Haspra, Doris,Spieler, Walter,Zuberbuehler, Andreas D.
, p. 1019 - 1025 (2007/10/02)
The catalytic activity of autoxidized copper(I) in the oxidation of para-disubstituted benzoins in dimethylsulfoxide by O2 was studied both kinetically and by product analysis.Stoichiometry (1) accounts fore more than 80 percent of the reaction.The catalytic oxidation followed by monitoring the consumption of O2 manometrically by a fully automatic apparatus. A redox shuttle mechanism is proposed, where the rate-determining step is the autoxidation of Cu(I) followed by rapid oxidation of the substrate by an oxocupric species.The redox stoichiometry (1) corresponds to that found for external monooxygenases (or mixed-function oxidases), and the significance of our results with respect to analogous catalytic systems is discussed.
