50846-93-0Relevant academic research and scientific papers
A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions
Wang, Zhihui,Wang, Lei,Wang, Zhiming,Li, Pinhua,Zhang, Yicheng
supporting information, p. 429 - 432 (2020/02/29)
A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.
Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins
Yin, Congcong,Wu, Weilong,Hu, Yang,Tan, Xuefeng,You, Cai,Liu, Yuanhua,Chen, Ziyi,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 2119 - 2124 (2018/04/30)
Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).
Facile and efficient preparation of α-halomethyl ketones from α-diazo ketones catalyzed by iron(III) halides and silica gel
Shi, Xinxia,Zhang, Lingqiong,Yang, Pengfei,Sun, Han,Zhang, Yilan,Xie, Chunsong,Ou-yang, Zhen,Wang, Min
supporting information, p. 1200 - 1203 (2018/03/08)
An efficient and mild method for the synthesis of α-halomethyl ketones from α-diazo ketones was developed using ferric chloride or bromide as the halogen source and silica gel as the hydrogen source, with good to excellent yields.
Direct conversion of alcohols to α-chloro aldehydes and α-chloro ketones
Jing, Yuanyuan,Daniliuc, Constantin G.,Studer, Armido
supporting information, p. 4932 - 4935 (2015/04/27)
Direct conversion of primary and secondary alcohols into the corresponding α-chloro aldehydes and α-chloro ketones using trichloroisocyanuric acid, serving both as stoichiometric oxidant and α-halogenating reagent, is reported. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols (TEMPO-free protocol), MeOH as an additive is essential to promote chlorination of the intermediary ketones.
Target-oriented synthesis: Miscellaneous synthetic routes to access 1,4-enediones through the coupling of 1,3-dicarbonyl compounds with multiform substrates
Zhu, Yan-Ping,Cai, Qun,Gao, Qing-He,Jia, Feng-Cheng,Liu, Mei-Cai,Gao, Meng,Wu, An-Xin
, p. 6392 - 6398 (2013/07/25)
Target-oriented synthetic protocol was presented for the synthesis of 1,4-enediones. The approach can efficiently construct 1,4-enediones through different reaction pathways from multiform substrates α-halo aromatic ketones, 2-hydroxy-aromatic ketones and methyl carbinols. In this reaction, CuI was found to be the most efficient catalyst. Multiform substrates were also found to perform well to afford the products in a one-pot fashion.
A simple and convenient method for direct α-chlorination of ketones with ammonium chloride and Oxone
Zhou, Zhong Shi,Li, Li,He, Xue Han
, p. 1213 - 1216,4 (2020/09/16)
When ketones were treated with ammonium chloride and Oxone in MeOH at room temperature, a direct α-chlorination of ketones was occurred and a series of the corresponding α-chloroketones were obtained in moderate to good yields after 24 h. In this reaction, ammonium chloride was used as the source of chlorine and Oxone was used as an oxidant. This method was simple, convenient and providing a novel procedure for preparation of α-chloroketones.
Mild and efficient α-chlorination of carbonyl compounds using ammonium chloride and oxone (2KHSO5·KHSO4· K2SO4)
Swamy, Peraka,Kumar, MacHarla Arun,Reddy, Marri Mahender,Narender, Nama
supporting information; experimental part, p. 432 - 434 (2012/06/01)
A simple protocol for the α-monochlorination of ketones and 1,3-dicarbonyl compounds utilizing NH4Cl as a source of chlorine and Oxone as an oxidant in methanol without catalyst is presented. The reaction proceeds at ambient temperature in yields ranging from moderate to excellent.
Aracyl triflates as derivatizing agents for biological betaines
Happer, D. Alan R.,Hayman, Colin M.,Storer, Malina K.,Lever, Michael
, p. 467 - 472 (2007/10/03)
Several trifluoromethanesulfonates of general structure ArCOCH 2OTf were prepared and their suitability for use as derivatizing agents for the HPLC analysis of betaines was assessed. Four of them (Ar=2′-naphthyl, 2′-fluorenyl, 6′-methoxynaphtha
Synthesis, characterization and in-vitro antifungal evaluation of some dithiocarbamic acid derivatives
Mahfouz, Nadia M.,Moharram, Ahmad M.
, p. 315 - 322 (2007/10/03)
Some new N, N-disubstituted dithiocarbamates derived from α-acetonaphthone and their precursors, potassium salts of dithiocarbamic acid, were prepared and evaluated for antifungal activity. Synthesis involved the reaction of α-chloro-2-acetonaphthone or α-chloro-4-methoxy-1-acetonaphthone with the potassium salts of N, N-disubstituted dithiocarbamic acid (5a-g). Compounds 5a-g were readily produced by reaction of equivalent amounts of the appropriate secondary amine, potassium hydroxide and carbon disulphide. The purity of the final derivatives, N, N-disubstituted dithiocarbamates 6a-g and 7a-g, was determined elemental analyses and TLC, and assignment of structures was confirmed by IR, 1H NMR, 13C NMR and MS. Preliminary evaluation of the antifungal activity of derivatives 5a-g, 6a-g and 7a-g was determined in-vitro at a 2.5 or 5.0% concentration against different fungal species using tolnaftate as a reference drug. The potassium salts 5a-g were the most potent derivatives of the tested series. Compounds 5a-g showed significant broad spectrum antifungal activity. Combination of the dithiocarbamate with acetonaphthonyl moiety, represented by the 6a-g and 7a-g series, resulted in a decrease in or complete loss of antifungal activity in certain derivatives. Compounds derived from 4-methoxy-1-acetonaphthone (7a-g) were generally superior to their 4-nonsubstituted congeners (6a-g). The morpholino dithiocarbamate derivative 7e was equipotent or superior to the reference drug against the tested dermatophytes species and Rhodotorula rubra at a 5% concentration. In addition, 7e exhibited inhibitory activity against Chrysosporium tropicum, Emericella nidulans, Penicillium aurantiogriseum and Aspergillus sydowii. Some derivatives of both series showed selective activity against certain fungi, (e.g. 6f against Phoma glomerata and Scopulariopsis acremonium; 6g against Emericella nidulans and Phoma glomerata; 7c against Geotrichum candidum and Mucor circinelloides; 7d against Geotrichum candidum, Penicillium aurantiogriseum and Rodotorula rubra and 7f against Mucor circinelloides).
